Two new bioactive steroids from a mangrove-derived fungus Aspergillus sp.

© 2018 Elsevier Inc. Two unusual naturally Diels-Alder additive steroids, ergosterdiacids A and B (1 and 2), constructing a 6/6/6/6/5 pentacyclic steroidal system, together with three known compounds (3–5) were obtained from the mangrove-derived fungus Aspergillus sp. Their structures were elucidate...

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Main Authors: Zhaoming Liu, Zhitong Dong, Pei Qiu, Qinglin Wang, Jingjing Yan, Yongjun Lu, Pathom aree Wasu, Kui Hong, Zhigang She
Format: Journal
Published: 2018
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http://cmuir.cmu.ac.th/jspui/handle/6653943832/62555
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-625552018-11-29T07:55:50Z Two new bioactive steroids from a mangrove-derived fungus Aspergillus sp. Zhaoming Liu Zhitong Dong Pei Qiu Qinglin Wang Jingjing Yan Yongjun Lu Pathom aree Wasu Kui Hong Zhigang She Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics © 2018 Elsevier Inc. Two unusual naturally Diels-Alder additive steroids, ergosterdiacids A and B (1 and 2), constructing a 6/6/6/6/5 pentacyclic steroidal system, together with three known compounds (3–5) were obtained from the mangrove-derived fungus Aspergillus sp. Their structures were elucidated based on the comprehensive spectroscopic analysis, including 1D, 2D NMR and HRESIMS, as well as the quantum chemical ECD calculations. The plausible biosynthetic pathways of 1 and 2 were discussed. In the bioactivity assays, 1 and 2 exhibited potential in vitro inhibition activity against Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) with an IC50 value of 15.1 and 30.1 μM, respectively. The inhibitory kinetic experiments indicated that both of them acted via a noncompetitive inhibition mechanism. Moreover, 1 and 2 showed strong in vitro anti-inflammatory effects by suppressing the NO production at 4.5 and 3.6 μM, respectively. 2018-11-29T07:32:15Z 2018-11-29T07:32:15Z 2018-12-01 Journal 18785867 0039128X 2-s2.0-85053070410 10.1016/j.steroids.2018.08.009 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85053070410&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/62555
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
Zhaoming Liu
Zhitong Dong
Pei Qiu
Qinglin Wang
Jingjing Yan
Yongjun Lu
Pathom aree Wasu
Kui Hong
Zhigang She
Two new bioactive steroids from a mangrove-derived fungus Aspergillus sp.
description © 2018 Elsevier Inc. Two unusual naturally Diels-Alder additive steroids, ergosterdiacids A and B (1 and 2), constructing a 6/6/6/6/5 pentacyclic steroidal system, together with three known compounds (3–5) were obtained from the mangrove-derived fungus Aspergillus sp. Their structures were elucidated based on the comprehensive spectroscopic analysis, including 1D, 2D NMR and HRESIMS, as well as the quantum chemical ECD calculations. The plausible biosynthetic pathways of 1 and 2 were discussed. In the bioactivity assays, 1 and 2 exhibited potential in vitro inhibition activity against Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB) with an IC50 value of 15.1 and 30.1 μM, respectively. The inhibitory kinetic experiments indicated that both of them acted via a noncompetitive inhibition mechanism. Moreover, 1 and 2 showed strong in vitro anti-inflammatory effects by suppressing the NO production at 4.5 and 3.6 μM, respectively.
format Journal
author Zhaoming Liu
Zhitong Dong
Pei Qiu
Qinglin Wang
Jingjing Yan
Yongjun Lu
Pathom aree Wasu
Kui Hong
Zhigang She
author_facet Zhaoming Liu
Zhitong Dong
Pei Qiu
Qinglin Wang
Jingjing Yan
Yongjun Lu
Pathom aree Wasu
Kui Hong
Zhigang She
author_sort Zhaoming Liu
title Two new bioactive steroids from a mangrove-derived fungus Aspergillus sp.
title_short Two new bioactive steroids from a mangrove-derived fungus Aspergillus sp.
title_full Two new bioactive steroids from a mangrove-derived fungus Aspergillus sp.
title_fullStr Two new bioactive steroids from a mangrove-derived fungus Aspergillus sp.
title_full_unstemmed Two new bioactive steroids from a mangrove-derived fungus Aspergillus sp.
title_sort two new bioactive steroids from a mangrove-derived fungus aspergillus sp.
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85053070410&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/62555
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