Total Synthesis and Structure–Activity Relationship Study of Vineomycin A1
Publication type: Journal Article
Publication date: 2019-10-23
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
31642324
Organic Chemistry
Abstract
The first total synthesis of vineomycin A1 (1) has been accomplished. Structure-activity relationship studies for cytotoxicity against human breast cancer MCF-7 cells using several synthetic vineomycin A1 analogues differing in the number and position of glycon moieties revealed that the cytotoxicity increased as the number of glycon moieties increased. The position of the glycon moiety was one of the key factors for the cytotoxicity of 1. Moreover, in vitro analysis of the cytotoxicity of 1 against MCF-7 cells indicated for the first time that 1 effectively induced cancer cell death by apoptosis, not by acting as a DNA intercalating agent.
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6
Total citations:
6
Citations from 2024:
3
(50%)
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MLA
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GOST
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Matsumoto Y. et al. Total Synthesis and Structure–Activity Relationship Study of Vineomycin A1 // Journal of Organic Chemistry. 2019. Vol. 84. No. 22. pp. 14724-14732.
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Matsumoto Y., Kuriki H., Kitamura T., Takahashi D., Toshima K. Total Synthesis and Structure–Activity Relationship Study of Vineomycin A1 // Journal of Organic Chemistry. 2019. Vol. 84. No. 22. pp. 14724-14732.
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RIS
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TY - JOUR
DO - 10.1021/acs.joc.9b02304
UR - https://doi.org/10.1021/acs.joc.9b02304
TI - Total Synthesis and Structure–Activity Relationship Study of Vineomycin A1
T2 - Journal of Organic Chemistry
AU - Matsumoto, Yuka
AU - Kuriki, Hajime
AU - Kitamura, Takashi
AU - Takahashi, Daisuke
AU - Toshima, Kazunobu
PY - 2019
DA - 2019/10/23
PB - American Chemical Society (ACS)
SP - 14724-14732
IS - 22
VL - 84
PMID - 31642324
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
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@article{2019_Matsumoto,
author = {Yuka Matsumoto and Hajime Kuriki and Takashi Kitamura and Daisuke Takahashi and Kazunobu Toshima},
title = {Total Synthesis and Structure–Activity Relationship Study of Vineomycin A1},
journal = {Journal of Organic Chemistry},
year = {2019},
volume = {84},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.joc.9b02304},
number = {22},
pages = {14724--14732},
doi = {10.1021/acs.joc.9b02304}
}
Cite this
MLA
Copy
Matsumoto, Yuka, et al. “Total Synthesis and Structure–Activity Relationship Study of Vineomycin A1.” Journal of Organic Chemistry, vol. 84, no. 22, Oct. 2019, pp. 14724-14732. https://doi.org/10.1021/acs.joc.9b02304.