Literature DB >> 17990891

Amaranzole A, a new N-imidazolyl steroid from Phorbas amaranthus.

Brandon I Morinaka1, Makoto N Masuno, Joseph R Pawlik, Tadeusz F Molinski.   

Abstract

An unprecedented 24-N-imidazolyl steroidal alkaloid, amaranzole A, was isolated from a tropical sponge, Phorbas amaranthus. The structure was solved by interpretation of MS, NMR, including a novel exciton-coupled CD spectrum due to an allyl imidazole, and comparison with model compounds.

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Year:  2007        PMID: 17990891     DOI: 10.1021/ol702325e

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Amaranzoles B-F, imidazole-2-carboxy steroids from the marine sponge Phorbas amaranthus. C24-N- and C24-O-analogues from a divergent oxidative biosynthesis.

Authors:  Brandon I Morinaka; Joseph R Pawlik; Tadeusz F Molinski
Journal:  J Org Chem       Date:  2010-04-16       Impact factor: 4.354

2.  Fibrosterol sulfates from the Philippine sponge Lissodendoryx (Acanthodoryx) fibrosa: sterol dimers that inhibit PKCzeta.

Authors:  Emily L Whitson; Tim S Bugni; Priya S Chockalingam; Gisela P Concepcion; Xidong Feng; Guixian Jin; Mary Kay Harper; Gina C Mangalindan; Leonard A McDonald; Chris M Ireland
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

3.  Exciton coupling circular dichroism of an allylic N-imidazolyl group in amaranzole A, a marine natural product from Phorbas amaranthus.

Authors:  Brandon I Morinaka; Tadeusz F Molinski
Journal:  Chirality       Date:  2008-09       Impact factor: 2.437

4.  Efficient Total Synthesis of Lissodendrin B, 2-Aminoimidazole Marine Alkaloids Isolated from Lissodendoryx (Acanthodoryx) Fibrosa.

Authors:  Xianfeng Wei; Xuelong Hu; Rilei Yu; Shengbiao Wan; Tao Jiang
Journal:  Mar Drugs       Date:  2019-12-31       Impact factor: 5.118

Review 5.  Exploring Chemical Diversity of Phorbas Sponges as a Source of Novel Lead Compounds in Drug Discovery.

Authors:  Alessia Caso; Fernanda Barbosa da Silva; Germana Esposito; Roberta Teta; Gerardo Della Sala; Laura P A Nunes Cavalcanti; Alessandra Leda Valverde; Roberto Carlos C Martins; Valeria Costantino
Journal:  Mar Drugs       Date:  2021-11-26       Impact factor: 5.118

  5 in total

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