Studies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural Analogs

Itralamides A and B were isolated from the lipophilic extract of Lyngbya majuscula collected from the eastern Caribbean. Itralamide B (1) showed cytotoxic activity towards human embryonic kidney cells (HEK293, IC50 = 6 μM). Preliminary studies disapproved the proposed stereochemistry of itralamide....

Full description

Bibliographic Details
Main Authors: Xiaoji Wang, Chanshan Lv, Junmin Feng, Linjun Tang, Zhuo Wang, Yuqing Liu, Yi Meng, Tao Ye, Zhengshuang Xu
Format: Article
Language:English
Published: MDPI AG 2015-04-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/13/4/2085
id doaj-aee2f4a8942c4aa3be828c90804384b0
record_format Article
spelling doaj-aee2f4a8942c4aa3be828c90804384b02020-11-24T21:26:08ZengMDPI AGMarine Drugs1660-33972015-04-011342085210410.3390/md13042085md13042085Studies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural AnalogsXiaoji Wang0Chanshan Lv1Junmin Feng2Linjun Tang3Zhuo Wang4Yuqing Liu5Yi Meng6Tao Ye7Zhengshuang Xu8School of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, ChinaSchool of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, ChinaSchool of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, ChinaSchool of Pharmacy, Jiangxi Science and Technology Normal University, Nanchang 330013, ChinaDepartment of Applied Biology & Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong KongDepartment of Applied Biology & Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong KongLaboratory of Chemical Genomics, Peking University Shenzhen Graduate School, University Town of Shenzhen, Xili, Nanshan District, Shenzhen 518055, ChinaDepartment of Applied Biology & Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong KongLaboratory of Chemical Genomics, Peking University Shenzhen Graduate School, University Town of Shenzhen, Xili, Nanshan District, Shenzhen 518055, ChinaItralamides A and B were isolated from the lipophilic extract of Lyngbya majuscula collected from the eastern Caribbean. Itralamide B (1) showed cytotoxic activity towards human embryonic kidney cells (HEK293, IC50 = 6 μM). Preliminary studies disapproved the proposed stereochemistry of itralamide. In this paper, we will provide a full account of the total synthesis of four stereoisomers of itralamide B and the results derived from biological tests of these structural congeners.http://www.mdpi.com/1660-3397/13/4/2085itralamide Bcyclodepsipeptidetotal synthesisstructural analogsbiological study
collection DOAJ
language English
format Article
sources DOAJ
author Xiaoji Wang
Chanshan Lv
Junmin Feng
Linjun Tang
Zhuo Wang
Yuqing Liu
Yi Meng
Tao Ye
Zhengshuang Xu
spellingShingle Xiaoji Wang
Chanshan Lv
Junmin Feng
Linjun Tang
Zhuo Wang
Yuqing Liu
Yi Meng
Tao Ye
Zhengshuang Xu
Studies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural Analogs
Marine Drugs
itralamide B
cyclodepsipeptide
total synthesis
structural analogs
biological study
author_facet Xiaoji Wang
Chanshan Lv
Junmin Feng
Linjun Tang
Zhuo Wang
Yuqing Liu
Yi Meng
Tao Ye
Zhengshuang Xu
author_sort Xiaoji Wang
title Studies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural Analogs
title_short Studies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural Analogs
title_full Studies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural Analogs
title_fullStr Studies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural Analogs
title_full_unstemmed Studies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural Analogs
title_sort studies toward the total synthesis of itralamide b and biological evaluation of its structural analogs
publisher MDPI AG
series Marine Drugs
issn 1660-3397
publishDate 2015-04-01
description Itralamides A and B were isolated from the lipophilic extract of Lyngbya majuscula collected from the eastern Caribbean. Itralamide B (1) showed cytotoxic activity towards human embryonic kidney cells (HEK293, IC50 = 6 μM). Preliminary studies disapproved the proposed stereochemistry of itralamide. In this paper, we will provide a full account of the total synthesis of four stereoisomers of itralamide B and the results derived from biological tests of these structural congeners.
topic itralamide B
cyclodepsipeptide
total synthesis
structural analogs
biological study
url http://www.mdpi.com/1660-3397/13/4/2085
work_keys_str_mv AT xiaojiwang studiestowardthetotalsynthesisofitralamidebandbiologicalevaluationofitsstructuralanalogs
AT chanshanlv studiestowardthetotalsynthesisofitralamidebandbiologicalevaluationofitsstructuralanalogs
AT junminfeng studiestowardthetotalsynthesisofitralamidebandbiologicalevaluationofitsstructuralanalogs
AT linjuntang studiestowardthetotalsynthesisofitralamidebandbiologicalevaluationofitsstructuralanalogs
AT zhuowang studiestowardthetotalsynthesisofitralamidebandbiologicalevaluationofitsstructuralanalogs
AT yuqingliu studiestowardthetotalsynthesisofitralamidebandbiologicalevaluationofitsstructuralanalogs
AT yimeng studiestowardthetotalsynthesisofitralamidebandbiologicalevaluationofitsstructuralanalogs
AT taoye studiestowardthetotalsynthesisofitralamidebandbiologicalevaluationofitsstructuralanalogs
AT zhengshuangxu studiestowardthetotalsynthesisofitralamidebandbiologicalevaluationofitsstructuralanalogs
_version_ 1725980754419122176