STUDI SINTESIS CALKON TERPRENILASI

Flavonoids are known to have many biological activities. Due to their beneficial effects on human health, flavonoids are of particular interest as lead compounds for discovery of a new drug. There are some classes in flavonoid skeletons, including chalcone, flavanone, flavone, and flavonol. These co...

Full description

Saved in:
Bibliographic Details
Main Author: NOVELITA WAHYU MONDAMINA (NIM : 10508052); Pembimbing :Dr.rer.nat Didin Mujahidin.
Format: Final Project
Language:Indonesia
Online Access:https://digilib.itb.ac.id/gdl/view/16720
Tags: Add Tag
No Tags, Be the first to tag this record!
Institution: Institut Teknologi Bandung
Language: Indonesia
id id-itb.:16720
spelling id-itb.:167202017-09-27T11:42:31Z STUDI SINTESIS CALKON TERPRENILASI NOVELITA WAHYU MONDAMINA (NIM : 10508052); Pembimbing :Dr.rer.nat Didin Mujahidin., Indonesia Final Project INSTITUT TEKNOLOGI BANDUNG https://digilib.itb.ac.id/gdl/view/16720 Flavonoids are known to have many biological activities. Due to their beneficial effects on human health, flavonoids are of particular interest as lead compounds for discovery of a new drug. There are some classes in flavonoid skeletons, including chalcone, flavanone, flavone, and flavonol. These compounds show antioxidant, antitumor, antiimflammation, antibacterial, and antimicrobial activities. In particular, prenylation on flavonoids skeleton have an important role to strong activities and to the structure diversification of flavonoids. Due to differences in the prenylation position on the aromatic ring, various unit number of prenyl chain, and further modifications of the prenyl moiety, such as cyclization and hydroxylation, resulting in the occurrence of more than thousand prenylated flavonoids derivatives in plants. The interesting role of prenyl group on flavonoids have been atracted organic synthesis chemist to develop a methodolgy of prenylation for diversification of flavonoid structure which has the highest specific activity. In this research, we decided prenylated chalcone as a target molecule. Prenylated chalcone can be synthesized via Claisen-Schmidt condensation between an acetophenone and a benzaldehyde derivatives. We have succesfully synthesized two important intermediates for synthesis prenylated chalcone skeleton, including 2-O-prenyl-4,6-dimethoxyacetophenone and 4-O-TBDMS ethyl vanillin. The first compound 2-O-prenyl-4,6-dimethoxyacetophenone, was synthesized from 2-hydroxy-4,6-dimethoxyacetophenone and prenyl bromide under basic condition with 36% yields as a yellowish solid. The second compound, 4-O-TBDMS ethyl vanillin, was synthesized from ethyl vanillin and TBDMS-Cl under basic condition with 65% yield as a yellowish oil. Both of these compounds characterized using NMR, UV-Vis, MS, and FTIR spectroscopies. text
institution Institut Teknologi Bandung
building Institut Teknologi Bandung Library
continent Asia
country Indonesia
Indonesia
content_provider Institut Teknologi Bandung
collection Digital ITB
language Indonesia
description Flavonoids are known to have many biological activities. Due to their beneficial effects on human health, flavonoids are of particular interest as lead compounds for discovery of a new drug. There are some classes in flavonoid skeletons, including chalcone, flavanone, flavone, and flavonol. These compounds show antioxidant, antitumor, antiimflammation, antibacterial, and antimicrobial activities. In particular, prenylation on flavonoids skeleton have an important role to strong activities and to the structure diversification of flavonoids. Due to differences in the prenylation position on the aromatic ring, various unit number of prenyl chain, and further modifications of the prenyl moiety, such as cyclization and hydroxylation, resulting in the occurrence of more than thousand prenylated flavonoids derivatives in plants. The interesting role of prenyl group on flavonoids have been atracted organic synthesis chemist to develop a methodolgy of prenylation for diversification of flavonoid structure which has the highest specific activity. In this research, we decided prenylated chalcone as a target molecule. Prenylated chalcone can be synthesized via Claisen-Schmidt condensation between an acetophenone and a benzaldehyde derivatives. We have succesfully synthesized two important intermediates for synthesis prenylated chalcone skeleton, including 2-O-prenyl-4,6-dimethoxyacetophenone and 4-O-TBDMS ethyl vanillin. The first compound 2-O-prenyl-4,6-dimethoxyacetophenone, was synthesized from 2-hydroxy-4,6-dimethoxyacetophenone and prenyl bromide under basic condition with 36% yields as a yellowish solid. The second compound, 4-O-TBDMS ethyl vanillin, was synthesized from ethyl vanillin and TBDMS-Cl under basic condition with 65% yield as a yellowish oil. Both of these compounds characterized using NMR, UV-Vis, MS, and FTIR spectroscopies.
format Final Project
author NOVELITA WAHYU MONDAMINA (NIM : 10508052); Pembimbing :Dr.rer.nat Didin Mujahidin.,
spellingShingle NOVELITA WAHYU MONDAMINA (NIM : 10508052); Pembimbing :Dr.rer.nat Didin Mujahidin.,
STUDI SINTESIS CALKON TERPRENILASI
author_facet NOVELITA WAHYU MONDAMINA (NIM : 10508052); Pembimbing :Dr.rer.nat Didin Mujahidin.,
author_sort NOVELITA WAHYU MONDAMINA (NIM : 10508052); Pembimbing :Dr.rer.nat Didin Mujahidin.,
title STUDI SINTESIS CALKON TERPRENILASI
title_short STUDI SINTESIS CALKON TERPRENILASI
title_full STUDI SINTESIS CALKON TERPRENILASI
title_fullStr STUDI SINTESIS CALKON TERPRENILASI
title_full_unstemmed STUDI SINTESIS CALKON TERPRENILASI
title_sort studi sintesis calkon terprenilasi
url https://digilib.itb.ac.id/gdl/view/16720
_version_ 1820745442222145536