Asperaculanes A and B, Two Sesquiterpenoids from the Fungus Aspergillus aculeatus

Six sesquiterpenoids 1–6, including two new ones, an ent-daucane-type sesquiterpenoid, asperaculane A (1), and a nordaucane one, asperaculane B (2), and four known nordaucane derivatives, aculenes A–D 3–6, together with the known secalonic acid D (7), were isolated from a fermentation culture of the...

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Main Authors: Yu-Qi Gao, Chun-Jun Guo, Qiang Zhang, Wen-Ming Zhou, Clay C. C. Wang, Jin-Ming Gao
Format: Article
Language:English
Published: MDPI AG 2014-12-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/1/325
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author Yu-Qi Gao
Chun-Jun Guo
Qiang Zhang
Wen-Ming Zhou
Clay C. C. Wang
Jin-Ming Gao
author_facet Yu-Qi Gao
Chun-Jun Guo
Qiang Zhang
Wen-Ming Zhou
Clay C. C. Wang
Jin-Ming Gao
author_sort Yu-Qi Gao
collection DOAJ
description Six sesquiterpenoids 1–6, including two new ones, an ent-daucane-type sesquiterpenoid, asperaculane A (1), and a nordaucane one, asperaculane B (2), and four known nordaucane derivatives, aculenes A–D 3–6, together with the known secalonic acid D (7), were isolated from a fermentation culture of the fungus Aspergillus aculeatus. Their structures and absolute configurations were established by analyses of their spectroscopic data, including 1D and 2D-NMR spectra, HR-ESIMS, electronic circular dichroism (ECD) data, and quantum chemical calculations. These metabolites were evaluated for in vitro cytotoxic activity against two cell lines, human cancer cell lines (HeLa) and one normal hamster cell line (CHO).
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spelling doaj.art-eade871aec1846ecb2dbf380cf223a372022-12-21T18:57:28ZengMDPI AGMolecules1420-30492014-12-0120132533410.3390/molecules20010325molecules20010325Asperaculanes A and B, Two Sesquiterpenoids from the Fungus Aspergillus aculeatusYu-Qi Gao0Chun-Jun Guo1Qiang Zhang2Wen-Ming Zhou3Clay C. C. Wang4Jin-Ming Gao5Shaanxi Key Laboratory of Natural Products Chemical Biology, College of Science, Northwest A&F University, Yangling 712100, Shaanxi, ChinaDepartment of Pharmacology and Pharmaceutical Sciences, School of Pharmacy, University of Southern California, Los Angeles, CA 90089, USAShaanxi Key Laboratory of Natural Products Chemical Biology, College of Science, Northwest A&F University, Yangling 712100, Shaanxi, ChinaShaanxi Key Laboratory of Natural Products Chemical Biology, College of Science, Northwest A&F University, Yangling 712100, Shaanxi, ChinaDepartment of Pharmacology and Pharmaceutical Sciences, School of Pharmacy, University of Southern California, Los Angeles, CA 90089, USAShaanxi Key Laboratory of Natural Products Chemical Biology, College of Science, Northwest A&F University, Yangling 712100, Shaanxi, ChinaSix sesquiterpenoids 1–6, including two new ones, an ent-daucane-type sesquiterpenoid, asperaculane A (1), and a nordaucane one, asperaculane B (2), and four known nordaucane derivatives, aculenes A–D 3–6, together with the known secalonic acid D (7), were isolated from a fermentation culture of the fungus Aspergillus aculeatus. Their structures and absolute configurations were established by analyses of their spectroscopic data, including 1D and 2D-NMR spectra, HR-ESIMS, electronic circular dichroism (ECD) data, and quantum chemical calculations. These metabolites were evaluated for in vitro cytotoxic activity against two cell lines, human cancer cell lines (HeLa) and one normal hamster cell line (CHO).http://www.mdpi.com/1420-3049/20/1/325Aspergillus aculeatusnordaucane sesquiterpenoidsent-daucanesnatural productsstructure elucidation
spellingShingle Yu-Qi Gao
Chun-Jun Guo
Qiang Zhang
Wen-Ming Zhou
Clay C. C. Wang
Jin-Ming Gao
Asperaculanes A and B, Two Sesquiterpenoids from the Fungus Aspergillus aculeatus
Molecules
Aspergillus aculeatus
nordaucane sesquiterpenoids
ent-daucanes
natural products
structure elucidation
title Asperaculanes A and B, Two Sesquiterpenoids from the Fungus Aspergillus aculeatus
title_full Asperaculanes A and B, Two Sesquiterpenoids from the Fungus Aspergillus aculeatus
title_fullStr Asperaculanes A and B, Two Sesquiterpenoids from the Fungus Aspergillus aculeatus
title_full_unstemmed Asperaculanes A and B, Two Sesquiterpenoids from the Fungus Aspergillus aculeatus
title_short Asperaculanes A and B, Two Sesquiterpenoids from the Fungus Aspergillus aculeatus
title_sort asperaculanes a and b two sesquiterpenoids from the fungus aspergillus aculeatus
topic Aspergillus aculeatus
nordaucane sesquiterpenoids
ent-daucanes
natural products
structure elucidation
url http://www.mdpi.com/1420-3049/20/1/325
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