Total Synthesis and Electrophysiological Properties of Natural (−)‐Perhydrohistrionicotoxin, its Unnatural (+)‐Antipode and their 2‐Depentyl Analogs
Тип публикации: Journal Article
Дата публикации: 1982-02-03
SCImago Q2
WOS Q3
БС2
SJR: 0.608
CiteScore: 2.9
Impact factor: 1.9
ISSN: 0018019X, 15222675
Catalysis
Organic Chemistry
Drug Discovery
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Краткое описание
Natural (−)-perhydrohistrionicotoxin (6a), its unnatural (+)-antipode 6b, (−)-2-depentylperhydrohistrionicotoxin (7a) and its (+)-antipode 7b have been prepared and characterized. Kishi's lactam 8 reacted with optically active iso-cyanates, and the mixture of diastereomeric carbamates so obtained was separated and hydrolyzed yielding the optical antipodes of Kishi's lactam in optically pure form. Reduction with LiAlH4 yielded the optically active 2-depentyl analogs, while another sequence already developed in the racemic series afforded the natural toxin and its (+)-antipode. Some electrophysiological properties of these compounds are presented.
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ГОСТ
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TAKAHASHI K. et al. Total Synthesis and Electrophysiological Properties of Natural (−)‐Perhydrohistrionicotoxin, its Unnatural (+)‐Antipode and their 2‐Depentyl Analogs // Helvetica Chimica Acta. 1982. Vol. 65. No. 1. pp. 252-261.
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TAKAHASHI K., WITKOP B., Brossi A., Maleque M. A., Albuquerque E. X. Total Synthesis and Electrophysiological Properties of Natural (−)‐Perhydrohistrionicotoxin, its Unnatural (+)‐Antipode and their 2‐Depentyl Analogs // Helvetica Chimica Acta. 1982. Vol. 65. No. 1. pp. 252-261.
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RIS
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TY - JOUR
DO - 10.1002/hlca.19820650125
UR - https://doi.org/10.1002/hlca.19820650125
TI - Total Synthesis and Electrophysiological Properties of Natural (−)‐Perhydrohistrionicotoxin, its Unnatural (+)‐Antipode and their 2‐Depentyl Analogs
T2 - Helvetica Chimica Acta
AU - TAKAHASHI, Kimio
AU - WITKOP, BERNHARD
AU - Brossi, Arnold
AU - Maleque, Mohammed A.
AU - Albuquerque, Edson X.
PY - 1982
DA - 1982/02/03
PB - Wiley
SP - 252-261
IS - 1
VL - 65
SN - 0018-019X
SN - 1522-2675
ER -
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@article{1982_TAKAHASHI,
author = {Kimio TAKAHASHI and BERNHARD WITKOP and Arnold Brossi and Mohammed A. Maleque and Edson X. Albuquerque},
title = {Total Synthesis and Electrophysiological Properties of Natural (−)‐Perhydrohistrionicotoxin, its Unnatural (+)‐Antipode and their 2‐Depentyl Analogs},
journal = {Helvetica Chimica Acta},
year = {1982},
volume = {65},
publisher = {Wiley},
month = {feb},
url = {https://doi.org/10.1002/hlca.19820650125},
number = {1},
pages = {252--261},
doi = {10.1002/hlca.19820650125}
}
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MLA
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TAKAHASHI, Kimio, et al. “Total Synthesis and Electrophysiological Properties of Natural (−)‐Perhydrohistrionicotoxin, its Unnatural (+)‐Antipode and their 2‐Depentyl Analogs.” Helvetica Chimica Acta, vol. 65, no. 1, Feb. 1982, pp. 252-261. https://doi.org/10.1002/hlca.19820650125.
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