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Preecha Phuwapraisirisan. Synthesis of new furofuran lignans through nucleophilic substitution of samin. (). King Mongkut's University of Technology North Bangkok. Central Library. : , 2016.
Synthesis of new furofuran lignans through nucleophilic substitution of samin
Organization :
Chulalongkorn University. Faculty of Science
Name: Wisuttaya Worawalai
Organization :
Chulalongkorn University. Faculty of Science
Name: Preecha Phuwapraisirisan
Organization :
Chulalongkorn University. Faculty of Science
Email :
preecha.p@chula.ac.th
keyword:
Samin
Abstract:
Furofuran lignans are phytochemicals widely distributed in human diet. Prominent
examples include sesamin (1) and sesamolin (2), which possess various biological activities
such as antioxidant, antihypertensive, anti-inflammatory, and anti-carcinogenic activities.
However, an insight into the structure-activity relationship (SAR) of these lignans has not
been investigated owing to the lack of practical synthetic method capable of producing
diverse furofuran lignans. We herein introduced a single-step synthesis of furofuran lignans
starting from samin with a variety of alcoholic nucleophiles under acid condition. This
synthetic method provides totally 13 furofuran lignans in diastereomerically pure form with
remarkably high stereoselectivity. With our interesting result, this strategy could be applied to
all types of alcohols (1̊, 2̊ and 3̊). In addition, the proposed mechanism of this approach was
determined by means of 1H NMR spectroscopy
King Mongkut's University of Technology North Bangkok. Central Library
Address:
BANGKOK
Email:
library@kmutnb.ac.th
Created:
2016
Modified:
2023-01-12
Issued:
2023-01-12
บทความ/Article
application/pdf
BibliograpyCitation :
In Chemical Society of Thailand under the Patronage of Professor Dr. HRH Princess Chulabhorn and Chulalongkorn University Faculty of science. Pure and Applied Chemistry International Conference (PACCON 2016) (pp.1518-1522). Bangkok : Chemical Society of Thailand under the Patronage of Professor Dr. HRH Princess Chulabhorn
eng
©copyrights King Mongkut's University of Technology North Bangkok
RightsAccess:
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0.032828 วินาที
Nantaporn Surachaitanawat
| Title | Contributor | Type |
|---|---|---|
| Synthesis of new furofuran lignans through nucleophilic substitution of samin
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Nantaporn Surachaitanawat;Wisuttaya Worawalai;Preecha Phuwapraisirisan | บทความ/Article |
Wisuttaya Worawalai
| Title | Contributor | Type |
|---|---|---|
| Synthesis of furofuran lignans from samin through carbon-carbon bond formation with phenolics
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Phonpimon Khongchai;Wisuttaya Worawalai;Preecha Phuwapraisirisan | บทความ/Article | |
| Synthesis of new furofuran lignans through nucleophilic substitution of samin
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Nantaporn Surachaitanawat;Wisuttaya Worawalai;Preecha Phuwapraisirisan | บทความ/Article |
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| Synthesis of furofuran lignans from samin through carbon-carbon bond formation with phenolics
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