Alkaloid dan Flavonoid

Kelompok 3 – Fisiologi Lanjut

 SANTI ARMAN
1 1500008108

SHANIA AURORA NACHRIZANTI

2 1700008048

Kelompok 3
NAILA FIRA ROUDOTUL JANAH
ISNAYANTI 3
4 17000080
1700008049

VITHRA ADAM NUGROHO

5 17000080

LUTFIANA NUR LILAILI RAMADHANA

6 1700008087
 Bagan Materi
Flavonoid
Definisi, Sifat,
Metabolisme Primer & Sekunder Biosintesis, Klasifikasi

1 2 3 4 5

Fitokimia Alkaloid Tanya Jawab

Definisi, Sifat,
Biosintesis, Klasifikasi
 Pengertian Fitokimia

Fitokimia berasal dari kata phytochemical. Phyto berarti

tumbuhan atau tanaman dan chemical sama dengan zat
kimia. Berarti zat kimia yang terdapat pada tanaman.
Fitokimia merupakan suatu ilmu yang mempelajari berbagai
senyawa organik yang ada pada tumbuhan baik tentang
struktur kimia, perubahan dan metabolisme, biosintesis, fungsi
biologis dari senyawa organik dan penyebaran secara alami
 Metabolisme Primer & Sekunder
Metabolisme Primer Metabolisme Sekunder
menghasilkan senyawa-senyawa menghasilkan senyawa dengan
aktivitas biologis tertentu seperti
yang digunakan dalam proses
alkaloid, terpenoid, flavonoid, tanin
biosintesis seperti karbohidrat,
protein, lemak dan asam nukleat. P S dan steroid.

META-
BOLISME
Metabolit Primer Metabolit Sekunder
Memiliki fungsi yang esensial dan tidak memiliki fungsi khusus dalam
jelas bagi kelangsungan hidup
organisme penghasilnya. Digunakan
untuk melakukan sintesis glukosa
P S pertumbuhan dan perkembangan
tanaman.

melalui proses fotosintesis sehingga

menghasilkan energi bagi tumbuhan.
Metabolisme Primer & Sekunder

Metabolit
Primer

Metabolit
Sekunder

Gambar 1. Bagan Hubungan Metabolit Primer menjadi Metabolit Sekunder

 Alkaloid
Carbon
Alkaloid adalah
Senyawa alkaloid merupakan hasil
metabolisme dari tumbuh–tumbuhan
dan digunakan sebagai cadangan bagi
Hidrogen sintesis protein.

Alkaloid merupakan
salah satu senyawa organik yang
O paling banyak ditemukan di alam
Nitrogen bersifat basa yang mengandung satu
atau lebih atom nitrogen dan biasanya
berupa sistem siklis.
 Alkaloid
01 Akar 04 Daun

02 Biji 05 Hewan
Kegunaan alkaloid
Kegunaan alkaloid bagi tumbuhan adalah
03 Kayu sebagai pelindung dari serangan hama, penguat
tumbuhan dan pengatur kerja hormon. Alkaloid
mempunyai efek fisiologis.
 Sifat Alkaloid
Bersifat Basa
Sifat tersebut tergantung pada adanya pasangan elektron pada
nitrogen, jika gugus fungsional yang berdekatan dengan nitrogen Bersifat Berbentuk
bersifat melepaskan elektron.
Basa Amorf
Berbentuk Amorf
Alkoloid memiliki bentuk amorf dan beberapa seperti; nikotin dan
koniin berupa cairan.
1 2
Tidak Berwarna
Alkaloid tidak berwarna, tetapi beberapa senyawa yang
kompleks, spesies aromatik berwarna (contoh berberin berwarna
kuning dan betanin berwarna merah).
3 4
Larut dalam Pelarut Organik
Larut dalam
Alkaloid basa hanya larut dalam pelarut organik, meskipun Tidak Pelarut
beberapa pseudoalkalod dan protoalkaloid larut dalam air.
Alkaloid garam dan alkaloid quartener sangat larut dalam air.
Berwarna Organik
 Biosintesis Alkaloid
Kemudian reaksi yang mendasari pembentukan
Reaksi Mannich antara suatu aldehida dan
alkaloid membentuk basa. Basa kemudian
suatu amina primer dan sekunder, dan
bereaksi dengan karbanion dalam kondensasi 01
suatu senyawa enol atau fenol.
hingga terbentuklah alkaloid.
03

05 03 01
Metilasi dari atom oksigen 05 Reaksi Reaksi Mannich
Membentuk
menghasilkan gugus metoksil Metilasi Basa
dan metilasi nitrogen
menghasilkan gugus N-metil
ataupun oksidasi dari gugus 04
amina. Reaksi
Sekunder 02 02
04 Reaksi Rangkap
Biosintesis alkaloid juga melibatkan reaksi
Biosintesa alkaloida melibatkan rangkap oksidatif fenol dan metilasi. Jalur
reaksi-reaksi sekunder yang poliketida dan jalur mevalonat juga
menyebabkan terbentuknya ditemukan dalam biosintesis alkaloid.
berbagai jenis struktur alkaloida.
 Sistem Klasifikasi Senyawa Alkoloid

Sistem klasifikasi senyawa Alkoloid dibagi menjadi dua, yaitu:

Menurut Hegnauer, Berdasar Atom Nitrogen,

True Alkaloid, Heterosiklik, dan
Protoalkaloid, dan Non Siklik
Pseudoalkaloid
Klasifikasi Alkoloid Menurut Hegnauer
True
Alkaloid
Amin yang relatif sederhana dimana nitrogen dan
asam amino tidak terdapat dalam cincin
heterosiklik. Protoalkaloid diperoleh berdasarkan
biosintesis dari asam amino yang bersifat basa.
Pengertian ”amin biologis” sering digunakan
untuk kelompok ini.
Pseudoal-
kaloid
Racun, senyawa tersebut menunjukkan aktivitas fisiologi
yang luas, hampir tanpa terkecuali bersifat basa, lazim
01
mengandung nitrogen dalam cincin heterosiklik, diturunkan
dari asam amino biasanya kolkhisin dan asam aristolokhat
yang bersifat bukan basa dan tidak memiliki cincin
heterosiklik dan alkaloid quartener, yang bersifat agak
asam daripada bersifat basa.
02 Protoal-
kaloid
Pseudoalkaloid tidak diturunkan dari prekursor
03 asam amino. Senyawa biasanya bersifat basa
nya rendah.
 True Alkaloid

Karpain Nikotin Kinin Morfin

Daun Pepaya mengandung Daun Tembakau mengandung Kulit dari Pohon Kina Getah dari bunga Opium
Karpain yang merupakan salah Nikotin yang merupakan salah mengandung Kinin yang mengandung Morfin yang
satu senyawa dari True satu seyawa dari True Alkaloid merupakan salah satu merupakan salah satu
Alkaloid senyawa dari True Alkoloid senyawa dari True Alkaloid
 Protoalkoloid

Meskalin Ephedrin Betanina

Kaktus Peyote mengandung Ma Huang mengandung Buah Bit mengandung

Meskalin yang merupakan Ephedrin yang merupakan Betanina yang merupakan
salah satu senyawa dari salah satu senyawa dari salah satu senyawa dari
Protoalkoloid Protoalkoloid Protoalkoloid
 Pseudoalkaloid

Steroidal Purin

Merupakan salah satu senyawa Merupakan salah satu senyawa

dari Pseduoalkaloid dari Pseudoalkoloid
Klasifikasi Alkoloid Berdasarkan Atom
Nitrogen
Alkoloid Piridin-Piperidin
Piperidin, Propil Piperidin, Asam
Nikotinan, dan Pirinin & Pirolidin Alkoloid Efedrin
01 01
Berdasarkan Atom
Nitrogen terbagi atas
dua macam:

02 Heterosiklik Non Heterosiklik

Alkoloid Tropan
Hiosiamin, Kokain, dan Atropin
03
02
Alkoloid Purin
Alkoloid Capsaicin
Kafeina, dan Teobromina
 Heterosiklik: Alkoloid Piridin-Piperidin

Piperidin Propil Piperidin

Senyawa amida (piperin) berupa kristal Meliputi konini yang diperoleh dari Conii
berbentuk jarum, berwarna kuning, tidak PROPIL fructus; yang berasal dari tumbuhan Conium
berbau, tidak berasa, lama-kelamaan pedas.
PIPERIDIN PIPERIDIN maculatum. Efek farmakologis berguna
Efek farmakologis: Piperin mempunyai daya sebagai antisasmodik dan sedatif.
hambat enzim prostaglandin sintase sehingga
Piperini Konini
bersifat antiflogistik, piperin juga berkhasiat
sebagai antioksidan, antidiare, sebagai anti
iflamasi, Antinociceptive. 1 2
4 3
Pirinin & Pirolidin PIRININ & ASAM Asam Nikotinan
Meliputi nikotin yang diperoleh dari NIKOTINAN meliputi arekolin yang diperoleh dari Areca
Nicoteana folium; yang berasal dari PIROLIDIN semen; yang berasal dari tumbuhan Areca
tumbuhan Nicotiana tobaccum berguna Nikotin Arekolin catechu. Efek Farmakologis nya yaitu
sebagai antiparasit, insektisida, dan sebagai anthelmentikum pada hewan.
antitetanus.
 Heterosiklik: Alkoloid Piridin-Piperidin

Piperini Konini Arekolin Nikotin

Piperus nigri mengandung Conium maculatum Areca catechu mengandung Nicotiana tobaccum
Piperini yang merupakan mengandung Konini yang Arekolin yang merupakan mengandung Nikotin yang
turunan senyawa dari Piperidin. merupakan turunan senyawa senyawa dari Asam Nikotinan merupakan senyawa dari
dari Propil-Piperidin Pirinin-Pirolidin
 Heterosiklik: Alkoloid Tropan

Hiosiamin &
Skopolamin Kokain Atropin

Mengandung senyawa Sebagai analgetik narkotik Atropa belladonna merupakan

atropin, hiosiamin dan yang menstimulasi pusat obat yang sangat beracun dan
skopolamin bersifat syaraf, selain itu juga dapat menyebabkan
antikholinergik yang berfungsi sebagai antiemetik kematian. Fungsi farmakologis
memberikan efek dan midriatik. Zat ini bersal misalnya saja sebagai cairan
halusinasi. Fungsi dari daun tumbuhan antiseptik untuk dokter sebelum
farmakologis sebagai Erythroxylum coca. Kokain operasi dan obat tetes mata
antispasmodik, sedatif lebih banyak disalahgunakan untuk melebarkan mata dan
dan obat lemah (drug abuse) oleh sebagian penangkal racun serangga atau
syahwat. orang seperti snow, shabu- insektisida.
shabu, crak dan sebagainya.
Heterosiklik: Alkoloid Tropan

Atropin, Hiosiamin, dan Kokain Atropin

Skopolamin
Datura stramonium Erythroxylum coca Atropa belladonna
 Heterosiklik: Alkoloid Purin
Kafeina
Teobromina
Sebagai pestisida alami yang
Diperoleh dari biji tumbuhan Theobroma
melumpuhkan dan mematikan serangga
cacao. Efek farmakologis : sebagai
- serangga tertentu yang memakan
diuretik dan stimulan sistem saraf pusat.
tanaman tersebut. Farmakologis kafein
yaitu mengkombinasikan dengan obat
penghilang rasa sakit
(seperti aspirin dan acetaminophen) dan
Alkoloid Purin,
zat kimia yang disebut dengan
terbagi atas
ergotamine untuk mengobati sakit
dua:
kepala sebelah (migrain).
 Non Heterosiklik

Alkoloid Efedrin Alkoloid Teobromina

Efedrin adalah alkaloid yang Capsaicin yang merupakan sebuah

ditemukan pada tanaman Ma Huang alkaloid, digunakan sebagai aditif
yang berasal dari Cina. makanan untuk memberikan rasa
pedas dalam makanan yang
Efek farmakologis nya yaitu dapat diformulasikan.
digunakan untuk obat
asma, sebagai bronkodilator (pelega Capsaicin juga digunakan dalam
saluran nafas) karena ia bisa sediaan farmasi sebagai stimulan
mengaktifkan reseptor beta pencernaan, gangguan, sebagai anti
adrenergik yang ada di saluran nafas. kanker, anti artritis dan analgesik.
 Flavonoid
Sejenis Senyawa Fenol Terbesar
terdiri dari lebih dari 15 atom karbon yang sebagian Flavonoida
besar bisa ditemukan dalam kandungan tumbuhan memainkan peranan penting dalam
kaitan penyerbukan tanaman oleh
serangga
Vitamin P & Citrin, Pigmen Warna
yang diproduksi oleh sejumlah tanaman sebagai
warna pada bunga yang dihasilkan

Bagian Tanaman yang

memproduksi
akar yang dibantu oleh rhizobia, bakteri tanah Rasa Pahit pada Flavonoida
yang bertugas untuk menjaga dan memperbaiki
Flavonoid Sejumlah flavonoida mempunyai rasa
kandungan nitrogen dalam tanah.
pahit sehingga dapat bersifat menolak
sejenis ulat tertentu.

Flavin dan Antodianin

Flavin memberikan warna kuning atau
jingga, antodianin memberikan warna
merah, ungu atau biru, yaitu semua
warna yang terdapat pada pelangi
kecuali warna hijau..
 Sifat Flavonoid

01.
Kimia
yaitu agak asam dan
dapat larut dalam basa. Senyawa
Fenol

02.
Polar dapat larut dalan pelarut polar
seperti metanol, etanol,
Mudah
aseton, air, butanol, dimetil
Larut sulfoksida, dimetil formamida
dalam Air
03.
dengan adanya gugus glikosida yang terikat pada
gugus flavonoid sehingga cenderung
menyebabkan flavonoid mudah larut dalam air.
 Biosintesis Flavonoid
Biosintesis flavonoid
Jalur Biosintesis sudah mulai diteliti sejak tahun 1936.
Flavonoid
Pada awalnya para peniliti mengkaitkan
Jalur C6-C3-C6 dari flavonoid merupakan hasil
Jalur Fenilpropa- dari fenil propanoid. Tetapi selama
Poliketida noid bertahun-tahun diperoleh teori sintesis
flavonoid dan telah dibuktikan di
laboratorim.
Biosintesis Flavonoid: Jalur Poliketida
04. Poliasetil akan terkondensasi dan bereaksi
dengan
Hasil dari jalur fenilpropanoid akan membentuk suatu
flavonoid. Jenis flavonoid yang terbentuk dipengaruhi dari
bahan fenilpropanoid.
.
Poliasetil
02. Reaksi Malonat CoA dengan Asetil CoA
Menghasilkan asetoasetil CoA Asetoasetil &
malonat CoA

Malonat CoA & 03. Reaksi Asetoasetil CoA dengan

asetil CoA
Malonat CoA
Reaksi ini akan berlanjut sehingga membentuk
Asetil CoA & CO poliasetil.

01. Reaksi asetil CoA dengan CO

Menghasilkan malonat Co A
Biosintesis Flavonoid: Jalur Fenilpropanoid
Asam Sikimat
bagian dari glikolisis tetapi tidak
01 memperoleh suatu asam piruvat
melainkan memperoleh asam sikimat

Reaksi Akhir
Eritrosa & Fosfoenol 02 04 Fenilalanin akan melepas NH3
Reaksi ini melibatkan eritrosa dan dan membentuk asam sinamat
fosfoenol piruvat. sedangkan tirosin akan
membentuk senyawa turunan
asam sinamat karena adanya
subtitusi pada gugus benzennya.
Asam Amino 03
Asam sikimat yang terbentuk
akan ditransformasikan menjadi
suatu asam amino yaitu
fenilalanin dan tirosin
Sistem Klasifikasi Senyawa Flavonoid

a. Flavonoida (1,3-Diarilpropana) b. Isoflavonoida (1,2-Diarilpropana)

a. Antosianin Isoflavon terdiri atas struktur dasar C6-C3-

b. Flavonol C6, secara alami disintesa oleh tumbuh-
c. Khalkon tumbuhan dan senyawa asam amino
d. Dihidrokhalkon aromatik fenilalanin atau tirosin.
e. Flavon
Biosintesa tersebut berlangsung secara
bertahap dan melalui sederetan senyawa
antara yaitu asam sinnamat, asam kumarat,
calkon, flavon dan isoflavon.

Berdasarkan biosintesa tersebut maka

isoflvon digolongkan sebagai senyawa
metabolit sekunder.

Berbagai potensi senyawa isoflavon untuk

keperluan kesehatan antara lain anti-
inflamasi, anti kolesterol anti-tumor, anti-
kanker, anti-virus, anti-alergi, penyakit
kardiovaskuler, estrogen dan Osteoporosis
 Flavonoid: Flavonoida (1,3-Diarilpropana)
Secara kimia antosianin merupakan turunan
suatu struktur aromatik tunggal, yaitu sianidin,
dan semuanya terbentuk dari pigmen sianidin ini
Polihidroksi khalkon terdapat dalam
dengan penambahan atau pengurangan gugus
sejumlah tanaman, namun 01
hidroksil atau dengan metilasi.
terdistribusinya di alam tidak lazim.
03

05
03 01
Flavon mudah dipecah oleh alkali Khalkon
menghasilkan diasil metan atau
05 Antosianin
Flavon
tergantung pada kondisi reaksi,
asam benzoate yang diturunkan
dari cincin A.
04
Dihidro-
khalkon 02 02
04 Flavonol Flavonol paling sering terdapat sebagai 3-
Dihidrokhalkon jarang terdapat di alam, glikosida, dan aglikon flavonol yang umum
yaitu kaempferol, kuersetin, dan mirisetin
namun satu senyawa yang penting yaitu yang berkhasiat sebagai antioksidan dan
phlorizin merupakan konstituen umum antiimflamasi, contohnya bawang bombay
famili Rosaceae juga terdapat dalam jenis dan kale.
buah-buahan seperti apel dan pear.
Flavonoid: Flavonoida (1,3-Diarilpropana)

Khalkon: Dihidrokhalkon:
Flavonol: Bombay Flavonol: Kale
Heliantheaetribe Apel & Mawar

Flavon: Seledri Antosianin

Isoflavonoida (1,2-Diarilpropana)
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