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4 results on '"itralamide B"'

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

Author

Xiaoji Wang, Chanshan Lv, Junmin Feng, Linjun Tang, Zhuo Wang, Yuqing Liu, Yi Meng, Tao Ye, and Zhengshuang Xu

Subjects
itralamide B, cyclodepsipeptide, total synthesis, structural analogs, biological study, Biology (General), QH301-705.5
Abstract

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.

Published
2015
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2. Studies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural Analogs

Author

Yi Meng, Xiaoji Wang, Feng Junmin, Chanshan Lv, Zhuo Wang, Tao Ye, Yuqing Liu, Zhengshuang Xu, and Linjun Tang

Subjects
Protein Conformation, Stereochemistry, Pharmaceutical Science, Antineoplastic Agents, cyclodepsipeptide, Stereoisomerism, Cyanobacteria, Article, Structure-Activity Relationship, Cell Line, Tumor, Depsipeptides, Drug Discovery, Humans, Structure–activity relationship, total synthesis, lcsh:QH301-705.5, Lyngbya Toxins, Pharmacology, Toxicology and Pharmaceutics (miscellaneous), IC50, Cell Proliferation, Lyngbya majuscula, Depsipeptide, Molecular Structure, biology, biological study, Liver Neoplasms, Osmolar Concentration, HEK 293 cells, Total synthesis, biology.organism_classification, Peptide Fragments, HEK293 Cells, itralamide B, lcsh:Biology (General), Caribbean Region, Biochemistry, Cell culture, Drug Design, Hepatocytes, Oligopeptides, structural analogs
Abstract

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.

Published
2015
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3. Total Synthesis of the Proposed Structure for Itralamide B

Author

Junyang Liu, Xiaoji Wang, Yi Meng, Zhengshuang Xu, Feng Junmin, Shoubin Tang, Tao Ye, Linjun Tang, Yuqing Liu, Chanshan Lv, and Zhuo Wang

Subjects
chemistry.chemical_compound, Natural product, Itralamide B, chemistry, Stereochemistry, Organic Chemistry, Side chain, Structure (category theory), Total synthesis, Stereoselectivity, Ring (chemistry)
Abstract

A stereocontrolled total synthesis of the cyclodepsipeptide, itralamide B, has been achieved. Both R - and S -stereoisomers of the side chain were attached to the macrocyclic ring, however, the synthesized structure appears to be different from that of the marine natural product.

Published
2014
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