Fungsi
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A
Kutip ini: Food Funct., 2018, 9, 6096
6
Navnidhi Chhikara,
Ravinder
4
Kaur,Sundeep Jaglan, b Paras Sharma,c
:
:
Yogesh Gata dan Anil Panghal *a
5
ini
mengeksplorasi potensi nutrisi, fitokimia dan farmakologis serta
.
Syzygium
cumini
penggunaan makanan yang beragam dariS. cumini merupakan tanaman obat tradisional dengan berbagai bioaktif
tidak
,
senyawa yang tersebar di seluruh bagian tanaman. Senyawa bioaktif utama yang ada di bagian yang dapat dimakan
polifenol
adalah
myricetin
dan
asam oksalat, asam galat, sitronelol, sianidin diglukosida, hotrienol, pitosterol, flavonoid,
karotenoid
serta
n
mikronutrien, yang memiliki banyak manfaat kesehatan. ._
U
mengobati
Potensi manfaat senyawa bioaktif tersebut adalah untuk mencegah/mengurangi kelainan metabolisme
dan
berbagai
penyakit
S
. Efek perlindungan kesehatan dan sifat fungsional tanaman dibuktikan oleh
a
saya
de
da
810
memiliki
pengolahan pasca panen. Kehadiran antosianin
c
hidup dan melindungi. Buah memberikan warna ungu hingga hitam pada buah dan
bertanggung jawab atas potensi antioksidan yang tinggi. 1
O
8
menyediakan energi, vitamin, mineral dan fitokimia; mereka Secara umum, berbagai fitokimia dan antioksidan tidak
stabil terhadap parameter pemrosesan seperti panas, pH,
0
konsumsi teratur meningkatkan fungsi fisiologis dan dan cahaya. Proses termal metode seperti perebusan,
pengukusan, dan blansing pada suhu yang lebih tinggi
o
mengurangi risiko berbagai penyakit.1 cumini adalah adalah faktor yang paling menonjol dalam degradasi
senyawa bioaktif dan antioksidan ini. Sehingga perlu
Syzygium
flavonoid
di
konstituen
terhadap stabilitas senyawa bioaktif. Buah ini terkenal
mengandung
anti
, steroid, fenolat dll. Kandungan nutrisi dan fitokimia buah
Departemen
Teknologi dan Nutrisi Pangan, Lovely Professional University, Punjab, ilmiah dibuat setelah memilah dan mengklasifikasikannya
India. E-mail: anilpanghal@gmail.com
b
menurut penggunaan dan tahun penerbitan yang berbeda
Division of Microbial Biotechnology, Indian Institute of Integrative Medicine-CSIR,
India
(2000 dan seterusnya). Berbagai sumber literatur, sumber
c
National Institute of Nutrition, Hyderabad, India data, dan makalah penelitian ditinjau secara kritis untuk
aplikasi farmakologi dalam studi in vitro dan in vivo, tetapi menemukan dan mendiskusikan tentang senyawa bioaktif,
tidak ada tinjauan komprehensif yang tersedia untuk informasi sifat farmakologis, sifat nutrisi, efek pengolahan pada fitokimia
rinci tentang kandungan nutrisi, fitokimia, efek pengolahan yang berbeda dan aplikasi makanan S. cumini.
pada fitokimia yang berbeda dan sebagai bahan untuk
formulasi makanan fungsional.
Metodologi: Sumber informasi bibliometrik utama yang
digunakan dalam penelitian ini adalah Web of Science,
2. Latar belakang sejarah
Scopus, Google Scholar dan PubMed. Beberapa kata kunci, Syzygium cumini L. termasuk dalam famili Myrtaceae, yang
seperti nilai gizi S. cumini, sifat farmakologis S. cumini, mencakup 150 genera dan 3600 spesies yang ada di seluruh
manfaat kesehatan S. cumini, penggunaan S. cumini secara dunia.2 Buahnya adalah berry berbentuk oval (Gbr. 1) dan
tradisional dan aplikasi makanan S. cumini, dipilih untuk telah dianggap sebagai "Buah Dewa" dalam mitologi Hindu. 3
mendapatkan berbagai macam makalah yang akan Ini asli
digunakan. dianalisis. Inventarisasi akhir dari 173 sumber
6096 | Food Funct., 2018, 9, 6096–6115 Jurnal ini © The Royal Society of Chemistry 2018
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Parameter
M
Total antosianin (mg per
A
Total tanin (mg per 100 g) 297,5 428,75
6
5
9
Syzygium dan spesies jinten.10 Ada variasi buah
1
2
ukuran dan kualitas tergantung pada varietas dan kondisi geografis
/
/
. Buah menunjukkan variasi berat yang luas
1
o
(4,8-17,6 g), diameter (1,66-3,04 cm), panjang (2,22-4,51 cm),
y
t
isi pulp (68,75-86,59%) dan berat biji (1,3-2,36 g).11
i
cumini
tergantung pada
,
ukuran
U
buah; varietas yang lebih kecil berbentuk bulat dan memiliki
e
t
daging dan biji besar dengan kandungan asam, tanin dan
S.
yang
daging
antosianin. Varietas yang lebih besar berbentuk lonjong dan memiliki
buah
yang
I
asam dan biji kecil yang mengandung asam rendah,
y
b
tanin dan antosianin (Tabel 1).12 Jenis
d
d
S. cumini yang tumbuh di India utara adalah 'Ram Jamun' atau 'Raja
a
n
Jamun,' yang memiliki buah lonjong dengan warna ungu tua dan
w
o
Gambar. 1 Pohon Syzygium cumini dan bagian-bagiannya. Tumbuhan tersebut termasuk dalam kingdom Plantae
D
.
(vegetal) dan sub kingdom Tracheobionta (tumbuhan
8
1
berpembuluh), infra kingdom Streptophyta (tumbuhan
darat), super divisi Spermatophyta (tumbuhan berbiji),
0
tersedia di India, Bangladesh, Thailand, Filipina, ordo super Rosane, famili Myrtaceae (famili myrtle), genus
benih kecil, dan varietas tanpa biji lainnya adalah 'Paras' yang
c
Florida, Brasil, California, Aljazair, dan Israel.6 Secara global tumbuh di India tengah.13
8
terpentin
ke
mengkilap dan dengan daun runcing panjang 5–12 cm dan
menghadap
Jurnal ini © The Royal Society of Chemistry 2018 Food Funct., 2018, 9, 6096–6115 | 6097
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termasuk asam vernolat (3%), miristat (31,7%), laurat perubahan dari hijau-kuning (belum matang) menjadi ungu tua dan
(1,2%), linoleat (16,1%), stearat (6,5%), malvalat (1,2%),
8
oleat (32,2 %), sterkulik (1,8%) dan palmitat (4,7%). Bijinya hitam (buah masak penuh). Antosianin ditemukan meningkat
juga mengandung sedikit fitosterol (β-sitosterol) dan n
asam
(1,71%).9,15–18
u
4.1 Antioksidan
.
Daunnya mengandung protein (9,1 g), lemak (4,3 g), serat kasar kerusakan oksidatif dan stres. Penelitian telah melaporkan
bahwa biji S. cumini memiliki kapasitas anti oksidan yang
4
(17,0 g), fosfor (0,19 mg), kalsium (1,3 mg) per 100 g dan
5
:
2
dan oksida nitrat, DPPH (2,2-difenil 1-1picryhydrazyl
hydrate) dan LOO* (radikal lipid peroksil) karena
/
adalah kelompok besar mikronutrien non-nutrisi yang aktif secara yang lebih tinggi daripada asam askorbat. Studi terbaru
dan
biologis menunjukkan bahwa fraksi asetat dari ekstrak metanol
diamati
bioaktif
o
Karotenoid, flavonoid, sterol, fenolat, antosianin dan 4.2 Flavonoid
I
y
Flavonoid adalah sekelompok senyawa polifenol larut air
b
terpen adalah fitokimia utama yang ada dalam buah-buahan, dengan berat molekul rendah yang disintesis oleh tanaman
d
e
dan terutama terdapat sebagai glikosida pada tanaman.27
batang, kulit kayu, daun dan biji (Tabel 2). Sekitar 30 senyawa kimia Flavonoid utama yang terdapat dalam buah S. cumini adalah
d
phyto quercetin, kaempferol dan myricetin. Flavonoid dilaporkan
a
o
memiliki antikanker, antipenuaan, antineurologis,
telah dilaporkan dalam pulp. neuroprotektif, antiinflamasi, antidiabetes dan penyakit
fibrokistik, dan anti-analgesik serta aktivitas antimikroba
l
2
mulut melalui jalur yang bergantung pada caspase-3 dalam
r sel osteosarkoma manusia, yang mengarah pada
buah
pon tergantung pada tingkat kematangan penghambatan pertumbuhan tumor, phosphatidylinositol 3-
c
O
kinase dan transformasi neoplastik.30 Demikian pula, myricetin
menunjukkan efek anti kanker, menginduksi apoptosis dan
buahan
intensitas warna
menghambat proliferasi sel leukemia manusia. Pada
buah
dan
hiperglikemia, flavonoid merangsang sekresi insulin dalam buahnya mengandung asam gallic dan ellagic (Tabel 3). Asam
darah dan saponin menghambat aktivitas glukagon. Ekstrak daun galat menghambat promosi papiloma dan karsinoma,
flavonoid terbukti efektif dalam menghambat enzim hidrolisis kerusakan akibat radiasi dan peroksidasi DNA,35 menginduksi
karbohidrat (α-amilase dan -glukosidase) yang mampu apoptosis pada LNCaP prostat manusia (garis sel sel
menghambat enzim kunci dalam jalur poliol, aldose reduktase, manusia) dan sel DU145 (garis sel sel kanker prostat) dan sel
dan mencegah pembentukan gastroenteritis akut (AGEs).32 melanoma manusia, TPA ( aktivator plasminogen jaringan)
menginduksi induksi aktivitas epidermal ornithine decarboxy
4.3 Senyawa lase, produksi hidroperoksida dan sintesis DNA. 36 Sekitar 37
fenolik Senyawa fenolik adalah metabolit sekunder yang senyawa polifenol non-antosianin telah diidentifikasi dan
disintesis oleh tanaman, berkontribusi pada sifat sensorik dan diklasifikasikan sebagai galotanin, ellagitan nin, flavonol dan
organoleptik yang unik seperti warna, rasa dan rasa buah dan flavanonol.37
sayuran.33 Total kandungan fenolik bervariasi dari 2133,50 Ekstraksi senyawa fenolik merupakan tantangan bagi
hingga 2250 mg GAE per 100 g. 34 biji S. cumini mengandung industri makanan. Teknik pemrosesan termal seperti
corilagin, 3,6-hexahydroxydi-phenoylglucose, 1-galloylglucose pengukusan, autoklaf, pengeringan, pemanggangan, dan
glucoside, 3-galloylglucose dan 4,6-hexahydroxy-diphenoyl pemanasan gelombang mikro banyak digunakan untuk
glukosa; batang dan kulit kayu mengandung 3,3,4-tri-o-metil ekstraksi dan beberapa teknik ini, terutama autoklaf, telah
ellagic acid, 3,3-di-o-methyl ellagic acid, ellagic acid dan gallic menunjukkan potensi untuk meningkatkan kemampuan
acid; bunganya mengandung asam ellagic dan daging ekstraksi senyawa fenolik.38 Di sisi lain,
6098 | Food Funct., 2018, 9, 6096–6115 Jurnal ini © The Royal Society of Chemistry 2018
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157–159
Food & Function Review Tabel 2 Komposisi senyawa bioaktif dan aktivitas biologis
Karotenoid (μg per g berat kering basis) Penglihatan, apoptosis, kesehatan kulit, antioksidan, hematopoiesis,
Lutein 0,39 Zeaxanthin 0,02 -Cryptoxanthin 0,003 -Carotene 0,23 peradangan, diferensiasi sel, modulasi imun, komunikasi gap junction,
Lycopene — perkembangan dan reproduksi embrionik157
anti-proliferasi, anti-angiogenesis, metabolisme tulang, anti -
Kandungan total fenolik (mg g1) 59,60 Menekan pengendapan trigliserida, berfungsi sebagai
2
M 5
A
Katekin 0,11 9
Asam klorogenat 0,7 antioksidan, mengurangi kejadian penyakit tidak menular CVD,
6
0
Anthocyanin Skin Pulp Menampilkan anti kanker, anti inflamasi, antimikroba,
2
Total anthocyanin
neuroprotektif, mencegah penyakit kardiovaskular,
/ n
1 o
246,04 6,43 % Antosianin oksidasi LDL, dan asam urat, bertahan melawan
(setara dengan malvidin 3,5-O-diglucoside)
2
/
y
penyakit sel sabit, meningkatkan kesehatan jantung,
Delphinidin-3,5-O-diglucoside 0.17 0.13 b
y d
t
e
Cyanidin-3,5-O-diglucoside — — melindungi terhadap pilek, flu, dan kanker, memelihara kesehatan mata,
s
r
mendukung kolagen161 dan menunjukkan antimutagenisitas162
Delphinidin-3-O-glucoside 23,31 23,93
e
S
Total flavonol (setara dengan myricetin 3-O
d
a
glucoside)
o
w w
I
70.19 4.31 Mengurangi risiko penyakit kronis, dan memberikan perlindungan
Malvidin-3-O-glukosida 37,61 40,39 terhadap oksidasi kolesterol LDL dan kemungkinan kanker
%
o
Flavonols Myricetin-3-O-glucuronide 8.00 2.50
D
.
Myricetin-3-O-galaktosida 1,76 30,31
8
1
Myricetin-3-O-glucoside 64,40 10,64
0
e
b
Myricetin-3-O-pentoside 3,21 5,00
o
c
Laricitrin-3-O-galactoside 1,62 5,82
O
0
Syringetin-3-O-galaktosida 1,91 8,92
n
o
Syringetin-3-O-glucoside 2.13 4.31
d
s
Total flavanonol (setara dengan naringin) 167,68 6,37 Efek antibakteri dan anti-androgen, antivirus, melindungi
i
% Flavanonol
u
Interaksi protein-asam fenolik dikonfirmasi oleh
Dihydroquercetin-dihexoside-1 0,67 0,61 Dihydroquercetin-dihexoside-2 5,48 — senyawa non-lik dan dengan demikian menurunkan kandungan
P
Dihydroquercetin-dihexoside-1 0,67 0,61 Dihydroquercetin-dihexoside-2 5,48 — fenolik yang dapat diekstraksi.39 Parameter pemrosesan dan
Dihydroquercetin-dihexoside-2 — Methyl-dihydroquercetin-dihexoside 11,66 13,89
Dihydromyricetin-dihexoside-1 6,57 10,81 Dihydromyricetin-dihexoside-2 10,66 proses berdampak pada ketersediaan hayati berbagai senyawa
9,49 Dihydromyricetin-dihexoside-3 1,18 0,53 Dihydromyricetin-dihexoside-4 8,83 bioaktif yang ada dalam S. cumini (Tabel 4).
17,95 Dihydromyricetin-dihexoside-6 16,dihydromyricetin-dihexoside-5 9,94 16. interaksi gaya kovalen yang meliputi ikatan hidrogen, gaya van der
Methyl-dihydrolmyricetin-dihexoside-1 2,17 0,48 Methyl-dihydrolmyricetin-
dihexoside-2 5,17 3,68 Methyl-dihydrolmyricetin-dihexoside-3 0,40 — Methyl- Waals, jembatan hidrofobik dan interaksi ionik, 40,41 dan interaksi
dihydrolmyricetin-dihexoside-4 8,29 10,61 Methyl-dihydrolmyricetin-dihexoside- ireversibel dengan ikatan kovalen.42 Mekanisme yang terlibat
dihexoside-5 2.27 -6 1.74 3.25 Dimethyl-dihydromyricetin-dihexoside-1 1.11 —
Dimethyl-dihydromyricetin-dihexoside-2 2.31 — Dimethyl-dihydromyricetin- dalam ikatan kovalen untuk
dihexoside-3 3.25 — penyebab
pemasakan ekstrusi
hepatik dan mikrosom usus
yang tidak tahan panas,
tidak
saya
o
D
tidak
mation dipromosikan oleh kemampuan senyawa fenolik untuk Selain protein makanan, polifenol telah dilaporkan mengikat
menghasilkan radikal kuinon.43 Kompleks protein fenolik ireversibel enzim. Ekstrak fenolik ditemukan sebagai penghambat efektif
dapat menurunkan pengikatan imunoglobulin E (Ig E) alergen. 44,45 aktivitas -glukosidase/maltase usus.Senyawa fenolik berinteraksi
Protein melindungi senyawa fenolik dari degradasi oksidatif dan positif dengan enzim seperti -amilase, tripsin, pepsin, lipase, dan
dianggap sebagai kendaraan yang sangat baik untuk pengiriman lisozim dengan mengubah aksi biokatalitiknya. 51,52 Dalam sistem
senyawa fenolik melalui saluran usus.46-48 Senyawa fenolik model pati asam fenolik, interaksi asam fenolik dengan pati
dilepaskan selama pencernaan dan diserap di usus untuk berkontribusi terhadap efek penghambatan hidrolisis pati.53 Gugus
memberikan berbagai efek nutraceutical dalam sistem manusia.49 karboksil dan hidroksil dari asam fenolat dapat mencapai
6100 | Food Funct., 2018, 9, 6096–6115 Jurnal ini © The Royal Society of Chemistry 2018
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Food & Function Review Tabel 3 Fitokimia yang ada dalam Syzygium cumini
A
Menoragia
6
2
Flavonoid Batang dan Kulit Myricetin, quercetin, kaemferol. Antihelmintik
2
:
9
Antioksidan
ellagic acid, gallic acid
2
Terpen -Sitosterol, friedelin dan betulinic acid Anti-inflamasi
/
2 S
1 w
tidak
y o
t I
e
isoquercetin, quercetin, quercetin-3-D-galactoside
y
v
b
Antibakteri
Antidermatophytic Antidiare
U
e
Anti-diabetik Anti-diabetes
Aktivitas antijamur Diuretik
Intoksikasi hati Penyembuhan luka Anti-HIV
d
Asam fenolik Asam ellagic Antiinflamasi
e
a
Asam oleanolic, eugenol. Anti mutagenik
o
eugenol-triterpenoid-A Antiseptik
Hepatoprotektif Hipotensi
w
0
Pulpa Flavonoid Myricetin, myricetin deoxyhexoside Gastro-protective
2
e
dan asam ellagic Anti-ulseratif
b
o
Terpenes Citronellol, geraniol, hotrienol, nerol, -phenylethanol, phenylpropanal Anti-scorbutic
t
O
HHDP-galloly glukosa dan trigalloylglucose Diuretik
8
Tanin Cyanidin, delphinidin, petudinin Karminatif
0
petunidin
i
Anti-sterility
, trans-lutein, cis-lutein Liver stimulant
132.133
fluene
dan delphinidinlb
u
Antibacterial
Daun Flavonoid Katekin, kaempferol, myricetin, myricetin 3-O-β- D-
glucuronopyranoside, myricetin-4-methyl ether 3-O-α-rhamnopyranoside,
myricetin 4″-O-acetate, Anti-inflammatory
Isohamnetin-3-O-rutinside dan flavonoid glikosida Antijamur Jurnal ini © The Royal Society of Chemistry 2018 Food Funct., 2018, 9, 6096–6115 | 6101
154-156
Makanan & Fungsi Tabel 4 Data bioavailabilitas senyawa bioaktif sebelum dan sesudah pengolahan
tikar busa
60 °C 70 °C 80 °C
Delphinidin-3,5-diglc 27,62 27,28 26,31 25,76 26.49 (bubuk jus) Cyanidin-3,5-diglc 3.59 3.37 4.07 4.21 4.17 Petunidin-3,5-diglc 36.31 35.74 35.23
35.96 35.53 Peonidin-3,5-diglc 1.01 0.82 0.94 0.99 0.94
.
Malvidin-3,5-diglc 30,97 32,37 32,67 32,37 32,24
M
A
3-monoglucosylated anthocyanin
6
Delphinidin-3-glc 0.28 0.23 0.42 0.40 0.31
4
2
Cyanidin-3-glc 0.10 0.06 0.12 0.49 0.10
2
5
Malvidin-3-glc 0.14 0.13 0.27 0.23 0.25
1
9
Total antosianin (mg kg , basis kering) — 2297,90 2095,39 2207,33 1551,63
1
1
— 62,58 54,39 58,10 38,39
Myricetin-3-glucuronide 2,47 1,08 2.30 2.74 1.09 (bubuk jus)
1
o
Myricetin-3-galactoside 1,86 1,68 1,41 1,58 0,64
y
Myricetin-3-glucoside 45,20 49,21 45,55 40,32 33,44
t
r
-3-rhamnoside 6.20 7.35 6.76 6.13 2.16
e
Laricitrin
-3-pentoside 4.47 4.26 6.45 11.05 0.00
Myricetin
Myricetin
U
-3- galactoside 1.76 9.17 10.55
e
t
Laricitrin-3- glukosida 5,22 18,28 16,88 19,73 40,24
a
S
Syringetin-3- galaktosida 1,75 5,82 4,78 4,36 5,38
a
o
Gratis myricetin 27,62 1,09 1,47 0,86 1,76
I
y
laricitrin gratis 0,92 0,59 1,52 0,85 2,51
b
d
Jarum suntik gratis 0,62 0,32 1,16 0,64 1,09
e
l
Tanin terhidrolisis (mg kg1, basis kering) Pengeringan alas busa
n
w
Total galotanin (bubuk jus) — 344,44 181,86 196,23 191,81
o
D
Elagitanin
.
8
Total asam ellagic — 97,99 43,43 63,19 63,37
1
0
Total asam valoneat — 66,31 27,66 41,93 67,65
2
e
Total asam ellagitannin — 164,30 71,09 105,12 131,03
b
atau mL)
O o
0
Kandungan total fenolik (mg GAE per g Pengeringan alas busa (bubuk jus) 1,63 2,92 2,43 2,28 2,31
n
d
Aktivitas antioksidan Pengeringan alas busa
e
h
FRAP (µmol Ferric sulfate per g atau mL) 55,99 45,31 58,28 52,72 58,90 (bubuk jus)
s
l
FRAP (μmol Trolox per g atau mL) 21,26 30,34 27,15 24,73 27,42
b
DPPH (μmol Trolox per g atau mL) 13,38 11,71 12,82 13,93 13,79 P
Kandungan antosianin gelombang mikro 1Wg1 8.12 (M3G, mg g1 db) 4,28 6,64 7,67 11,99
jam atau pengeringan udara (malvidin-3-glucoside)
2Wg1 10,5 8,34 9,16 8,04 3Wg1 7,03 9,13 7,53 7,79
Pengeringan vakum 60 mmHg 5,27 6,91 8,7 — 160 mmHg 6,33 7,77 8,21 —
260 mmHg 4,82 7,18 7,6 —
Pengeringan udara 1ms1 8.82 8.52 6.04 4.92 1.5 ms1 9.42 9.51 7.62 8.05 2ms1 8.13 10.03 8.18 10.86
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Tabel 4 (Lanjutan)
Aktivitas antioksidan Pengeringan udara panas konvektif gelombang mikro 23,09 3Wg1 16,3 18,07 18,74 17,92
1Wg1 12,7 (mg BHA per g, db) 12,12 20,5 16,23 28,63 2Wg 1 18,52 18,22 18,08
Pengeringan vakum 60 mmHg 19,04 4,05 19,83 —
160 mmHg 16,21 17,47 18,84 —
.
M
260 mmHg 16,06 16,21 18,92 —
A
Pengeringan udara dehidrasi 1 ms1 17,26 16,38 19,94 20,75
6
4
1,5 md1 3,88 3,56 4,56 6,09
:
22
2
17,321 18,73 19,08 18,16
:
0
Antosianin (% b/b) Metode ekstraksi 30 °C 40 °C 60 °C 80 °C
2
/
Ekstrak kasar 60 45 40 32
1
n
Ekstraksi dua fase berair + distilasi membran osmotik 98 92 87 80
o
y
Ekstraksi dua fase berair + osmosis maju 98 92 88 85
t
dtk
Filtrasi ultra + osmosis maju 81 70 63 40
v
n
termal 73 50 45
Evaporasi
25
delphidin
8
(256 mg), cyanidin 3,5-diglucoside (29 mg), malvidin 3,5-diglu
w
0
e
nidin 3,5-diglucoside (75 mg) per 100 g berdasarkan berat kering. 55
d
l
s
l
seluler.54 b
Komposisi antosianin dicirikan oleh adanya
u
ed
Anthocyanin adalah P
4.4
buahan
dan astrinnya.58 Antosianin menunjukkan efek
perlindungan kanker; penelitian telah menunjukkan bahwa
dan
r
petunidin menghambat apoptosis dan kanker payudara
pada manusia, dan malvidin menginduksi apoptosis pada
(126,54–185,35 mg per 100 g) telah dilaporkan dalam S. cumini.34
c
diglucoside
This journal is © The Royal Society of Chemistry 2018 Food Funct., 2018, 9, 6096–6115 | 6103
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Myrcene 0.30 α-Terpinene 0.81 o-Cymene 0.54 DL-Lemonene 4.04 δ-Eduesmol 0.40
cis-Ocimene 0.90
a
M
l
β-Eduesmene 0.35
A
trans-Ocimene 0.50 n
α-Eduesmol 0.40
6
γ-Terpinene 0.09 w
Bulnesol 1.41
4
δ-Elemene 0.44
D
.
2
8
2
:
1
5
α-Copaene 0.56 0
β-Elemene 0.31
r
0 t
β-Caryophyllene 6.96–16.00
2
/
c
vone essential oils (Table 6).9 β-Sitosterol is similar in structure
1
γ-Elemene 0.24 O
1
β-Guaiene 0.70 8
n
n
o
Aromadendrene 6.62
o
anti-inflammatory, anti-microbial and hypo-lipidemic activi
α-Caryophyllene 7.15–25.24
d
i
e
r
Germacrene-D 4.07 i
s
v
Clovene 0.10 b
U
α-Selinene 5.20
e
well
α-Gurjuene 38.35
P
t
a
α-Muurolene 0.13
of proteins in the cell that communicates a signal from a
receptor on the surface of the cell to the DNA in the
w
o
Cadinene 1.39
I
nucleus of the cell) and downregulation of Akt (Akt, also apoptosis through the changes in mitochondrial membrane,
known as protein kinase B, is a serine/threonine-specific inflammation, and immuno-modulator.19 The pulp contains
protein kinase that plays a key role in multiple cellular citronellol, geraniol, hotrienol, nerol, β-phenylethanol and
processes such as glucose metabolism, apoptosis, cell phenylpropanal in considerable amounts and the seed con
proliferation, transcription and cell migration) in MCA-102 tains ellagitannins. About 30 terpenoids, including 24 sesqui
murine fibrosarcoma cells.63,64 β-Caryophyllene in the terpenoids and 6 triterpenoids, are present in the ethyl acetate
essential oil accounts for its anti-inflammatory activity while extract of Jambolan seeds, which displayed antimicrobial
caryophyllene oxide possesses anti-mycobacterial action.65 activity against Staphylococcus aureus.67
Essential oils can be used as excellent sources of anti Tannins are widespread in the plant kingdom, and are
oxidants in traditional remedies and cosmetics.66 found in the leaves, fruits, bark and wood. The bark of S.
cumini contains about 13.4% tannic acid, which exerted
4.7 Terpenes and tannins gastro-protective and antiulcer effects.68 Tannic acid is a
Terpenes are hydrocarbons found in the essential oils of polymer of glucose and gallic acid. Gallic acid and tannins
many plants with isoprene as monomer units. Betulinic acid account for the astringency of the fruit. 69 These compounds
and oleanolic acid are major terpenes present in S. cumini are considered as nutritionally undesirable because they form
fruit. Betulinic acid has anti-inflammatory, anti-HIV, anti- complexes with protein, starch and digestive enzymes and
neoplastic, anti-malarial and chemo-preventive activities cause a reduction in the nutritional value of food. Proteins with
and inhibits the tannins make insoluble complexes and enzymes are pro
Table 6 Constituents of pulp essential oil from Syzygium cumini66 teinaceous in nature, thus resulting in inactivation of enzymes.
The reaction between tannins and proteins is com plete in two
Constituents Amount (%) stages: first the binding and second the aggrega tion, resulting
Pinocarveol 15.1 α-Terpineol 8.9 Myrtenol 8.3 Eucarvone 6.6 in the formation of the precipitate. 70 The nutri tional
Muurolol 6.4 Myrtenal 5.8 Geranyl acetone 5.6 α-Cadinol 4.6 significance of condensed tannins, particularly with regard to
Pinocarvone 4.4 trans-Pinane 3.8 δ-Cadinol 3.5 para-Cymen-8-o1
2.7 cis-Carveol 2.2 Limonene oxide 1.8 Longipinene epoxide 1.6 the non-ruminants, has largely been associated with their
Carvone 1.4 Bornyl acetate 1.2 Isopropyl formate 0.9 cis-3-Hexen- ability to form insoluble tannin protein complexes, which
1-01 0.9 cis-3-Hexenyl acetate 0.9 Dihydrocarvyl acetate 0.9 reduce the dietary protein availability in vivo.
Perilla alcohol 0.8 α-Pinene 0.8 Fenchol 0.8 β-Terpineol 0.7 β-
Pinene 0.7 Benzyl acetate 0.7 trans-β-Caryophyllene 0.6 Globulol
0.6 cis-2-Heptenal 0.5 Acetic acid 0.5 Verbenol 0.4
6104 | Food Funct., 2018, 9, 6096–6115 This journal is © The Royal Society of Chemistry 2018
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t
e
a
industry.74
The presence of highly valuable nutrients, soft texture and
t
shorter shelf life of S. cumini draws attention towards its The processing of raw fruits into more valuable processed
pro cessing in different food formulations to minimize post
a
fermented brandy and distilled liquor, wine), non-fermented economy.75 S. cumini is used as a valuable ingredient for wine
beverages
b
.
e
w
2
:
pulp contains sufficient fermentable sugar that can be sub o
the appropriate addition of enzymes, citric acid is processed
5
1
sequently used for alcohol fermentation and is also considered .
with suitable techniques. Koley et al.76 made an attempt to
0
8
2
1
1
e
culture inoculation. In another study, Lokesh et al.77 prepared
b
n
c
y
r 8
e
0
v
pharmaceuticals. Green consumerism requires fewer synthetic
Satkar et al.79 prepared wine using an equal ratio of pulp and and leaves showed medicinal value and have been used in
various pharmaceutical formulations for the treatment of
n
modification that the total soluble solids were maintained by pyretic (reduce fever), anti-clastogenic, anti-inflammatory, gas
troprotective, antidermatophytic, antimicrobial, antiviral, anti
b
sugar and fermented for 8 days. VenuGopal et al.80 made anemic, carminative, antioxidant, anti-neoplastic, radioprotec
tive, anti-HIV, diuretic, anticancer, anorexigenic, antiarthritic,
an
aphrodisiac, antiscorbutic and cytotoxic activities.85–87
P
This journal is © The Royal Society of Chemistry 2018 Food Funct., 2018, 9, 6096–6115 | 6105
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Review Food & Function Table 7 Bioacessibility and bioavailability of Syzygium cumini bioactive compounds
Bio-accessibility
availability model Method Plant part/product Analytical chemistry
In vitro rat liver Radical scavenging activity and anti-lipid-per oxidative
A
activity of aqueous extracts by three Seeds The heat treatment did not affected its anti oxidative property 134
methods, DPPH free radical scavenging
assay, reducing power and lipid per
oxidation were evaluated
Swiss mice Oral administration of S. cumini inhibited paw edema Whole fruit Treatment with the S. cumini extract inhibited eosionophil
induced by C48/80, a potent accumulation in allergic pleurisy
mast cell degranulator without significant change in mononuclear
cell135
.
Human subjects with type-II diabetes control dia betes and it can be
6 r
4: e
Powder was given to the patients with incorporated into treat ment protocol54
2
v
2: in
diabetes mellitus type-II and evaluated at Patients suffering from type-II diabetes
5 U
910 e
baseline 30th, 60th and 90th day and seed were given 200 ml wine for 21 days and
1
2/
o
powder significantly lowers the blood it was observed that their blood glucose
pressure of patients. S. cumini fruit level decreased significantly
lowers the sugar level in the body and Seed powder S. cumini seed powder
y
s
was found in improvement of lipid profile diabetes90 Wine The blood glucose level was and decrease in blood glucose level was
in patients with significantly elevated in diabetic subjects recorded after therapy136
before therapy
with 13 triterpenoids were blood glucose levels decreased fruit extract
t y
a b
o
S
ln
Seven week old C57BL/6 mice extract and triterpenoid enriched intolerance with oral gavage for phosphorylation levels and Glut4
a
o
Triterpenoid, 2-o-cis-p- S. cumini fruit was given to the 2 weeks
137
coumaroyl maslinic acid along mice and observed that the Triterpenoid enriched S. cumini in mice
I
o
8
.
n
1
d
h
in rats.
2
was observed by
in mice up to a dose of 10.125 g kg−1, simi inhibiting the mediators of acute
inflammation138
o
Bark ethanolic extract Extract did not induce any gastric lesion in rats 139
c
lbu
Alloxan-induced
diabetic mice
Gram positive
pathogenic and Gram negative
bacteria
Jambolan fruit
polyphenols
Anti-hyperglycemic activity is
through the regeneration of cells
of pancreas26
141
Rabbits Different doses of aqueous suspension viz, 1 g, 2 g, 4 g and 6 g per Dried seed kernels Seed kernels produced an significant decrease in the sugar
kg body weight were level indicates an extra
given and maximum reduction in blood pancreatic site of action for the drug by
sugar was noted for all the doses after acting on the glycogen142
3 hours of administration
Male C57BI/6 mice Fruit extract was given for 10 days and mice had elevated Fruit extract BDL caused hepato-cellular injury as evidenced by increased
serum ALT levels which were serum ALT and
reduced to 60% pathological changes in liver143
6106 | Food Funct., 2018, 9, 6096–6115 This journal is © The Royal Society of Chemistry 2018
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Table 7 (Contd.)
Bio-accessibility
availability model Method Plant part/product Analytical chemistry
In vitro Antimicrobial activity of leaves was evaluated human pathogens, a total of 8 isolates were Endophytic
on four types of bacteria (Staphylococcus 6 actinomycetes from roots, stem and leaf tissues
aureus, Escherichia coli, Pseudomonas able to hydrolyse protein and solubilize
aeruginosa and Bacillus subtilis) and two
4
910
2/
y
1
v
w
U
n
t
e
whole day consumption
Human Anti-diabetic activity of leaf powder was
d
α-Pinene α-Pinene showed its efficiency with IC50 of 19.7 mg ml −1 (ref. 148)
e
Rats Male Sprague Dawley rats were used to based diets were provided to normal and 2
a
o
l
high sucrose diet induced hyperglycemic/
.
and fruit extracts reduce the blood glucose level
n
8
significantly and also regulate the insulin levels in
extracts, fruit and seed's ethanolic extracts hyperglycemic rats150
w
Rats Wister albino rats were used to evaluate and LDL and to increase HDL levels in alloxan (oxidation
product of uric acid 2,4,5,6-pyrimi dinetetrone) treated
r
o
mice.96 Cardiac ailments including coron ary heart disease,
ischemia, stroke and peripheral vascular
t
0
diuretic activity, electrolyte levels in urine,
n
o
natriuretic, saluretic, and carbonic
d
e
anhydrase inhibitory activity, were measured
h
s
in of saline loaded rats at 5 and 24th hour
i
b
disease are the underlying causes of one-third of all deaths
globally.97 S. cumini have been reported to have cardio-protec
u
This journal is © The Royal Society of Chemistry 2018 Food Funct., 2018, 9, 6096–6115 | 6107
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(B. cereus and St. aureus) and Gram positive bacteria than water, acetone and ethyl acetone extracts. 99
(Shigella flexneri, Vibrio cholera). The diethyl extract of S. Comparison showed that its leaf and bark extracts are more
cumini showed a high percentage inhibition against B. potent than those obtained from the pulp and seed. 100 The
cereus and has a higher percentage inhibitory potential
aqueous extract of the stem and leaf was found to be active bark exhibit antibacterial activity against Sh. boydii and Sh.
against St. aureus, St. saprophyticus, Escherichia coli and Dysenteriae,105 and the essential oils obtained from leaf
other microorganisms and, similarly, its fruit extract was extract are effective against schistosomiasis and
found to be active against Pseudomonas aerugi leishmaniasis.106
.
4
chrysogenum and Candida albicans. concern due to its consequential high mortality rate. 107
Different parts of S. cumini have been investigated for
:
0
found to trigger its cyto toxic effects more proficiently in
2
1
apoptosis in HeLa cells. The freeze dried pulp extract was
2
1
10A, MCF-7 and MDA-MB-231 breast cancer cells.
n
However, this extract was less effective in MCF-10A cells
o
petroleum ether, benzene, methanolic, ethanolic and n-hexane as compared to MCF-7 cells and MDA-MB-231 breast
t
y
cancer cells.108 S. cumini fruit extract has also been
i
extracts from the leaves, fruit, bark and steam have shown anti reported to induce cytotoxic effects in HCT-116 colon
s
a
Methanolic, aqueous hydroalcholic and ethanol extracts of DCM–MET (di-chloro-methane and methanol) leaf extract
w
o
before exposing them to the 3 Gy gamma radiation and this
I
S. cumini leaves have been reported to be active against E. coli, resulted in a reduction of DNA damage. Both methanol and di
y
chloromethane extracts were effective against the radiation
b
P. aeruginosa, Kocuria rhizophila, Sh. flexneri, St. aureus and induced DNA damage in human blood lymphocytes.
d Treatment of mice for five days with hydroalcholic extract of
seeds before exposure to a supralethal dose of radiation pro
e
a
tected them against the radiation and the best effect was
observed at 80 mg kg−1. A high antioxidant profile of the fruit is
o
and ethyl acetate extracts of its seeds have also been proved to nanoparticles (ScAuNPs) exhibited excellent antioxidant pro
perties and hence were beneficial in serving as antitumor
o
agents.
8
possess antibacterial effects with minimum bacterial concen
6.5 Anti-inflammatory
1
2
S. cumini bark is used in folk medicine for healing acute and
r
Solanum nigrum. Water extract of seed having concentration granuloma tests in rats. S. cumini showed anti-arthritis effects
(arthritis is a chronic variety of inflammatory diseases of joints).
c
0
human neutrophils.111 Similarly, flavonoid extract of the fruit
n
has been reported to alleviate inflammatory response in
o
B. subtilis, Enterococcus faecalis, E. coli, Pseudomonas, Sh. flex human lymphocytes and monocytes against hepatitis B
d
vaccine.112
e
neri, St. aureus, Salmonella typhi, P. aeruginosa, Enterobacter
h
i
s
6.6 Gastroprotective and antidiarrheal activity
l
b
aerogenes and Gram positive bacteria. In addition to the water Ulcer is one of the common gastrointestinal ailments and con
u
rats.113 Ramirez and Roa114 observed that rats treated with iso
lated tannins from S. cumini had protection against HCl/ enteropooling (accumulation of fluid in the small intestine and
ethanol induced gastric ulceration. Tannin treatment offered colon).
protection significantly by reducing the gastric mucosal Seed extract of S. cumini also produced an alteration in the
damage. In previous studies it was reported that ethanolic general behavior of the test animal such as a reduction in the
extract of bark at a dose level of 400 mg kg −1 po (po means locomotion, aggressiveness and induced sleeping time in a
the medication is taken by mouth bid or twice a day) reduced dose dependent fashion in a stress reducing study.
diarrhea by inhibiting the gastrointestinal motility and induced Researchers found a significant analgesic effect against acetic
6108 | Food Funct., 2018, 9, 6096–6115 This journal is © The Royal Society of Chemistry 2018
View Article Online
l
s
(PGE2) induced enteropooling and castor oil induced Medicinally the fruit is anti-sorbutic, stomachic, diuretic and
diarrhea
b
:
different parts are used for strengthening the teeth and
gums, for clarification of blood, for treating bed wetting in
5
Extract of S. cumini seeds help in increasing total hemoglobin children, as a liver tonic and for removing ringworm
infection from scalp.118 In southern Brazil and India, leaf
1
/
water and herbal tea from leaves, 119 the bark and seeds to
one of the most general infections found in humans and can cure diabetes,93 renal pro blems and dysentery, juice of
leaves for insect bite, and juice from seed for ulcers, sore
1
s
hydromethanolic, methanolic and aqueous extracts of
r
8. Nonfood usages
e
i
S. cumini are effective against cariogenic bacteria such as
n
t
coccus, found in the human oral cavity). Clastogens (clastogen the development of colorful and multifunctional textiles have
S
or breakages of chromosomes) can damage to chromosome by golden yellow colors in alkaline, alcoholic, acidic and neutral
b
y
e
extract of Jambolan dye has good activity against E. coli and
P. fluorescens and the acidic and alcoholic dye effectively
d
alcoholic seed extract decreased the hydroxyl radical induced med icinal purposes, the bark, leaf powder, seed and leaf ash
n
w
are used as an adsorbent for chromium, cadmium, and
o
.
Ni(II) from aqueous and tannery polluted water123–128 and as a
found to trim down the chromosomal aberrations in mice.117 corrosion inhibitor for acid media.129 This effective technique
can be used to reduce toxic substances that minimize the
8
r
also used for the development of multimodal nanoparticles as present review high lights its nutraceutical properties,
nanome dicinal diagnostic agents (theranostic nanoagents). phytochemistry and the util ization of all fruit parts in food
The inherent photoluminescence properties of the gold nano processing and products. Other than medicinal and food
probes are suitable for diagnostic imaging and image-guided applications, it is also used in the development of
delivery systems.130,131 nanoparticles, natural dyes and adsorbents for the removal of
pollutants. This suggests that there is an extensive need for
research and industrial utilization to increase its utilization in
foods and to preserve the nutrients in this valuable fruit.
9. Conclusion
Syzygium cumini L. contributes a number of valuable essential
nutrients and exclusive bioactive components. Anthocyanin is Conflicts of interest
responsible for the purple color of the fruit, and tannins and
gallic acid account for the sour taste and astringency. The There are no conflicts to declare.
pres ence of various phytochemicals causes various disease
prevent ing characteristics viz. anticancer, anti-neoplastic,
anti-anemic etc. as proved by various in vitro studies. The fruit
as a whole or fruit parts are used in the conventional system
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