Literature DB >> 20718449

Cytotoxic isomalabaricane derivatives and a monocyclic triterpene glycoside from the sponge Rhabdastrella globostellata.

Miyabi Hirashima1, Kazuomi Tsuda, Toshiyuki Hamada, Hiroaki Okamura, Tatsuhiko Furukawa, Shin-Ichi Akiyama, Yusuke Tajitsu, Ryuji Ikeda, Masaharu Komatsu, Matsumi Doe, Yoshiki Morimoto, Motoo Shiro, Rob W M van Soest, Kaoru Takemura, Tetsuo Iwagawa.   

Abstract

Seven new isomalabaricane derivatives, rhabdastins A-G (1-7), and a new monocyclic triterpene glycoside, rhabdastoside A (8), have been isolated from the methanol extract of the sponge Rhabdastrella globostellata, collected at Amami-oshima, Japan. Three of them were isolated as their corresponding methyl esters, rhabdastins A-D (1-3). Their structures were determined on the basis of spectroscopic and X-ray diffraction analyses. The isolated compounds were evaluated for their cytotoxicity against the proliferation of promyelocytic leukemia HL-60 cells. Compounds 4, 5, 7, and 11, possessing a cyclopentane side chain, exhibited weak activity, with IC(50) values of 21, 29, 44, and 11 μM, respectively, while compounds 1, 2, and 3, with a 2-substituted-propanoate side chain, were inactive at 100 μM. In addition, the mechanism of cytotoxicity of compounds 4 and 5 was investigated.

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Year:  2010        PMID: 20718449     DOI: 10.1021/np100302a

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  7 in total

1.  Isolation and structures of axistatins 1-3 from the Republic of Palau marine sponge Agelas axifera Hentschel .

Authors:  George R Pettit; Yuping Tang; Qingwen Zhang; Gregory T Bourne; Christoph A Arm; John E Leet; John C Knight; Robin K Pettit; Jean-Charles Chapuis; Dennis L Doubek; Franklin J Ward; Christine Weber; John N A Hooper
Journal:  J Nat Prod       Date:  2013-02-14       Impact factor: 4.050

Review 2.  Malabaricane and Isomalabaricane Triterpenoids, Including Their Glycoconjugated Forms.

Authors:  Valentin A Stonik; Sophia A Kolesnikova
Journal:  Mar Drugs       Date:  2021-06-05       Impact factor: 5.118

Review 3.  Glycosides from marine sponges (Porifera, Demospongiae): structures, taxonomical distribution, biological activities and biological roles.

Authors:  Vladimir I Kalinin; Natalia V Ivanchina; Vladimir B Krasokhin; Tatyana N Makarieva; Valentin A Stonik
Journal:  Mar Drugs       Date:  2012-08-10       Impact factor: 6.085

Review 4.  Cytotoxic Compounds Derived from Marine Sponges. A Review (2010-2012).

Authors:  Roberto Mioso; Francisco J Toledo Marante; Ranilson de Souza Bezerra; Flávio Valadares Pereira Borges; Bárbara V de Oliveira Santos; Irma Herrera Bravo de Laguna
Journal:  Molecules       Date:  2017-01-28       Impact factor: 4.411

5.  Isomalabaricane Triterpenes from the Marine Sponge Rhabdastrella sp.

Authors:  Kuei-Hung Lai; Zheng-Hao Huang; Mohamed El-Shazly; Bo-Rong Peng; Wen-Chi Wei; Jui-Hsin Su
Journal:  Mar Drugs       Date:  2021-04-06       Impact factor: 5.118

6.  Rhabdastrenones A-D from the sponge Rhabdastrella globostellata.

Authors:  Do Thi Trang; Dan Thi Thuy Hang; Duong Thi Dung; Nguyen Thi Cuc; Pham Hai Yen; Phan Thi Thanh Huong; Le Thi Huyen; Nguyen Thi Mai; Nguyen Xuan Nhiem; Bui Huu Tai; Phan Van Kiem
Journal:  RSC Adv       Date:  2022-04-06       Impact factor: 3.361

7.  Good Practices in Sponge Natural Product Studies: Revising Vouchers with Isomalabaricane Triterpenes.

Authors:  Paco Cárdenas; Jayani Gamage; Chamari M Hettiarachchi; Sunithi Gunasekera
Journal:  Mar Drugs       Date:  2022-03-04       Impact factor: 5.118

  7 in total

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