Literature DB >> 26058567

Phenylpyropenes E and F: new meroterpenes from the marine-derived fungus Penicillium concentricum ZLQ-69.

Zhuang Ding1, Lianqing Zhang1, Juan Fu1, Qian Che1, Dehai Li1, Qianqun Gu1, Tianjiao Zhu1.   

Abstract

Two new meroterpenes, phenylpyropenes E (1) and F (2), together with seven known phenylpyropenes (3-5) and pyripyropenes (6-9) were isolated from the marine-derived fungus Penicillium concentricum ZLQ-69. Their structures including the absolute configurations were elucidated using a combination of spectroscopic methods and electronic circular dichroism calculation. Bioactivity evaluation showed that compounds 1 and 4 were cytotoxic to the MGC-803 cell line with IC50 values of 19.1 and 13.6 μM, respectively.

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Year:  2015        PMID： 26058567     DOI： 10.1038/ja.2015.64

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN： 0021-8820            Impact factor:   2.649


  21 in total

1.  Structure-activity relationships study of pyripyropenes: reversal of cancer cell multidrug resistance.

Authors:  R Obata; T Sunazuka; Y Harigaya; M Hayashi; M C Rho; H Tomoda; S Omura
Journal:  J Antibiot (Tokyo)       Date:  2000-04       Impact factor: 2.649

2.  Phenylpyropene A and B, new inhibitors of acyl-CoA: cholesterol acyltransferase produced by Penicillium griseofulvum F1959.

Authors:  Oh Eok Kwon; Mun-Chual Rho; Hye Young Song; Seung Woong Lee; Mi Yeon Chung; Jeong Hyun Lee; Young Ho Kim; Hyun Sun Lee; Young-Kook Kim
Journal:  J Antibiot (Tokyo)       Date:  2002-11       Impact factor: 2.649

3.  Structure-activity relationships of pyripyropenes fungal acyl-CoA: cholesterol acyltransferase inhibitors.

Authors:  R Obata; T Sunazuka; Z Li; H Tomoda; S Omura
Journal:  J Antibiot (Tokyo)       Date:  1995-07       Impact factor: 2.649

4.  Reconstitution of a fungal meroterpenoid biosynthesis reveals the involvement of a novel family of terpene cyclases.

Authors:  Takayuki Itoh; Kinya Tokunaga; Yudai Matsuda; Isao Fujii; Ikuro Abe; Yutaka Ebizuka; Tetsuo Kushiro
Journal:  Nat Chem       Date:  2010-08-01       Impact factor: 24.427

5.  Chemical modification and structure-activity relationships of pyripyropenes. 2. 1,11-Cyclic analogs.

Authors:  R Obata; T Sunazuka; Y Kato; H Tomoda; Y Harigaya; S Omura
Journal:  J Antibiot (Tokyo)       Date:  1996-11       Impact factor: 2.649

6.  Synthesis and structure-activity relationship of pyripyropene A derivatives as potent and selective acyl-CoA:cholesterol acyltransferase 2 (ACAT2) inhibitors: part 2.

Authors:  Masaki Ohtawa; Hiroyuki Yamazaki; Daisuke Matsuda; Taichi Ohshiro; Lawrence L Rudel; Satoshi Ōmura; Hiroshi Tomoda; Tohru Nagamitsu
Journal:  Bioorg Med Chem Lett       Date:  2013-03-06       Impact factor: 2.823

7.  Synthesis and structure-activity relationship of pyripyropene A derivatives as potent and selective acyl-CoA:cholesterol acyltransferase 2 (ACAT2) inhibitors: part 3.

Authors:  Masaki Ohtawa; Hiroyuki Yamazaki; Satoshi Ohte; Daisuke Matsuda; Taichi Ohshiro; Lawrence L Rudel; Satoshi Ōmura; Hiroshi Tomoda; Tohru Nagamitsu
Journal:  Bioorg Med Chem Lett       Date:  2013-05-08       Impact factor: 2.823

8.  Pyripyropenes, novel inhibitors of acyl-CoA:cholesterol acyltransferase produced by Aspergillus fumigatus. I. Production, isolation, and biological properties.

Authors:  H Tomoda; Y K Kim; H Nishida; R Masuma; S Omura
Journal:  J Antibiot (Tokyo)       Date:  1994-02       Impact factor: 2.649

9.  S14-95, a novel inhibitor of the JAK/STAT pathway from a Penicillium species.

Authors:  Gerhard Erkel; Jan Rether; Timm Anke; Olov Sterner
Journal:  J Antibiot (Tokyo)       Date:  2003-04       Impact factor: 2.649

10.  New isocoumarin derivatives and meroterpenoids from the marine sponge-associated fungus Aspergillus similanensis sp. nov. KUFA 0013.

Authors:  Chadaporn Prompanya; Tida Dethoup; Lucinda J Bessa; Madalena M M Pinto; Luís Gales; Paulo M Costa; Artur M S Silva; Anake Kijjoa
Journal:  Mar Drugs       Date:  2014-10-14       Impact factor: 5.118
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  4 in total

Review 1.  Bioactive Compounds Produced by Strains of Penicillium and Talaromyces of Marine Origin.

Authors:  Rosario Nicoletti; Antonio Trincone
Journal:  Mar Drugs       Date:  2016-02-18       Impact factor: 5.118

Review 2.  A Review of Terpenes from Marine-Derived Fungi: 2015-2019.

Authors:  Minghua Jiang; Zhenger Wu; Heng Guo; Lan Liu; Senhua Chen
Journal:  Mar Drugs       Date:  2020-06-18       Impact factor: 5.118

Review 3.  Marine-Derived Penicillium Species as Producers of Cytotoxic Metabolites.

Authors:  Sen Liu; Mingzhi Su; Shao-Jiang Song; Jee H Jung
Journal:  Mar Drugs       Date:  2017-10-24       Impact factor: 5.118

Review 4.  Chemical Diversity and Biological Activities of Meroterpenoids from Marine Derived-Fungi: A Comprehensive Update.

Authors:  Amr El-Demerdash; Decha Kumla; Anake Kijjoa
Journal:  Mar Drugs       Date:  2020-06-15       Impact factor: 5.118
  4 in total

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