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Sesterterpenoids Isolated from a Northeastern Pacific Phorbas sp

Four new sesterterpenoids, ansellone B (4), phorbadione (5), secoepoxyansellone A (6), and alotaketal C (7), have been isolated from specimens of the sponge Phorbas sp. collected in British Columbia. Ansellone B (4) has an unprecedented heterocyclic skeleton featuring an oxocane ring, and secoepoxya...

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Published in:	Journal of organic chemistry 2013-09, Vol.78 (17), p.8267-8273
Main Authors:	Daoust, Julie, Chen, Min, Wang, Meng, Williams, David E, Chavez, Miguel Angel Garcia, Wang, Yan Alexander, Merchant, Catherine E, Fontana, Angelo, Kieffer, Timothy J, Andersen, Raymond J
Format:	Article
Language:	English
Subjects:	Animals Cyclic AMP - metabolism Dose-Response Relationship, Drug HEK293 Cells Humans Molecular Conformation Porifera - chemistry Sesterterpenes - chemistry Sesterterpenes - isolation & purification Sesterterpenes - pharmacology Signal Transduction - drug effects Stereoisomerism Structure-Activity Relationship
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creator	Daoust, Julie Chen, Min Wang, Meng Williams, David E Chavez, Miguel Angel Garcia Wang, Yan Alexander Merchant, Catherine E Fontana, Angelo Kieffer, Timothy J Andersen, Raymond J
description	Four new sesterterpenoids, ansellone B (4), phorbadione (5), secoepoxyansellone A (6), and alotaketal C (7), have been isolated from specimens of the sponge Phorbas sp. collected in British Columbia. Ansellone B (4) has an unprecedented heterocyclic skeleton featuring an oxocane ring, and secoepoxyansellone A (6) is the first example of the degraded “secoansellane” sesterterpenoid carbon skeleton. Alotaketal C (7) is an activator of cAMP signaling in HEK cells.
doi_str_mv	10.1021/jo4014589
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Ansellone B (4) has an unprecedented heterocyclic skeleton featuring an oxocane ring, and secoepoxyansellone A (6) is the first example of the degraded “secoansellane” sesterterpenoid carbon skeleton. 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source	American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects	Animals Cyclic AMP - metabolism Dose-Response Relationship, Drug HEK293 Cells Humans Molecular Conformation Porifera - chemistry Sesterterpenes - chemistry Sesterterpenes - isolation & purification Sesterterpenes - pharmacology Signal Transduction - drug effects Stereoisomerism Structure-Activity Relationship
title	Sesterterpenoids Isolated from a Northeastern Pacific Phorbas sp
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