Ieodomycin B와 Analogs의 효율적인 합성법

Title
Ieodomycin B와 Analogs의 효율적인 합성법
Alternative Title
Efficient Syntheses of Ieodomycin B and Its Analogs
Author(s)
설재희; 이종석; 박솔; 이희승; 이연주; 신희재
KIOST Author(s)
Lee, Jong Seok(이종석)Lee, Hyi Seung(이희승)Lee, Yeon Ju(이연주)Shin, Hee Jae(신희재)
Alternative Author(s)
설재희; 이종석; 박솔; 이희승; 이연주; 신희재
Publication Year
2014-04-16
Abstract
Marine-derived microorganisms are increasingly recognized as the true metabolic sources of marinenatural products with therapeutic and pharmaceutical importance.Ieodomycin B is among the fourunsaturated fatty acids discovered from bioassay-guided isolation of the culture extract of a marine Bacillus sp. 09ID194 obtained from sediment in Ieodo, Republic of Koreas southern reef. As part of our on-going program for the discovery of bioactive substances from marine organisms and the subsequent construct of marine natural product-based small molecular library, it was an urgent need to develop an efficient synthesis of ieodomycins for material supply. Herein we describe the efficient syntheses of ieodomycin B and its analogs using (1) Ti-catalyzed asymmetric allylation of an aldehyde. (2) Stereoselective iodolactonization. (3) Completion of the synthesis of ieodomycin B and its analogs by coupling of various allyl tributyltin compounds with the corresponding iodolactone.say-guided isolation of the culture extract of a marine Bacillus sp. 09ID194 obtained from sediment in Ieodo, Republic of Koreas southern reef. As part of our on-going program for the discovery of bioactive substances from marine organisms and the subsequent construct of marine natural product-based small molecular library, it was an urgent need to develop an efficient synthesis of ieodomycins for material supply. Herein we describe the efficient syntheses of ieodomycin B and its analogs using (1) Ti-catalyzed asymmetric allylation of an aldehyde. (2) Stereoselective iodolactonization. (3) Completion of the synthesis of ieodomycin B and its analogs by coupling of various allyl tributyltin compounds with the corresponding iodolactone.
URI
https://sciwatch.kiost.ac.kr/handle/2020.kiost/26378
Bibliographic Citation
The 113th General Meeting of the Korean Chemical Society, pp.59, 2014
Publisher
대한화학회
Type
Conference
Language
English
Publisher
대한화학회
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