Cite this paper:
ZHANG Hongyu, XIE Zeping, LOU Tingting, JIANG Peng. Isolation, identifi cation, and cytotoxicity of a new isobenzofuran derivative from marine Streptomyces sp. W007[J]. Journal of Oceanology and Limnology, 2016, 34(2): 386-390

Isolation, identifi cation, and cytotoxicity of a new isobenzofuran derivative from marine Streptomyces sp. W007

ZHANG Hongyu1, XIE Zeping3, LOU Tingting4, JIANG Peng2
1 Tianjin Key Laboratory of Food Biotechnology, College of Biotechnology and Food Science, Tianjin University of Commerce, Tianjin 300134, China;
2 Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China;
3 School of Pharmacy, Binzhou Medical University, Yantai 264003, China;
4 Tianjin Entry & Exit Inspection and Quarantine Bureau, Tianjin 300461, China
Abstract:
A new isobenzofuran derivative(1) was isolated from the marine Streptomyces sp. W007 and its structure was determined through extensive spectroscopic analyses, including 1D-NMR, 2D-NMR, and ESI-MS. The absolute configuration of compound 1 was determined by a combination of experimental analyses and comparison with reported data, including biogenetic reasoning, J-coupling analysis, NOESY, and 1H-1HCOSY. Compound 1 exhibited no cytotoxicity against human cells of gastric cancer BGC-823, lung cancer A549, and breast cancer MCF7.
Key words:    marine streptomycete|isobenzofuran derivative|absolute confi guration|cytotoxicity   
Received: 2014-11-19   Revised: 2015-01-30
Tools
PDF (232 KB) Free
Print this page
Add to favorites
Email this article to others
Authors
Articles by ZHANG Hongyu
Articles by XIE Zeping
Articles by LOU Tingting
Articles by JIANG Peng
References:
Barfi eld M, Spear R J, Sternhell S. 1975. Interproton spin-spin coupling across a dual path in 2, 5-dihydrofurans and phthalans. J. Am. Chem. Soc., 97(18):5 160-5 167.
Bérdy J. 2005. Bioactive microbial metabolites. J. Antibiot., 58(1):1-26.
Fotso S, Mahmud T, Zabriskie T M et al. 2008. Rearranged and unrearranged angucyclinones from Indonesian Streptomyces spp. J. Antibiot., 61(7):449-456.
Harper J K, Arif A M, Ford E J, Strobel G A, Porco J A Jr, Tomer D P, Oneill K L, Heider E M, Grant D M. 2003.Pestacin:a 1, 3-dihydro isobenzofuran from Pestalotiopsis microspora possessing antioxidant and antimycotic activities. Tetrahedron, 59(14):2 471-2 476.
Puder C, Zeeck A, Beil W. 2000. New biologically active rubiginones from Streptomyces sp. J. Antibiot., 53(4):329-336.
Sasaki T, Yoshida J, Itoh M, Gomi S, Shomura T, Sezaki M. 1988. New antibiotics SF2315A and B produced by an Excellospora sp. I. Taxonomy of the strain, isolation and characterization of antibiotics. J. Antibiot., 41(7):835-842.
Solanki R, Khanna M, Lal R. 2008. Bioactive compounds from marine actinomycetes. Indian J. Microbiol., 48(4):410-431.
Strobel G, Ford E, Worapong J, Harper J K, Arif A M, Grant D M, Fung P C W, Chau R M W. 2002. Isopestacin, an isobenzofuranone from Pestalotiopsis microspora, possessing antifungal and antioxidant activities.Phytochemistry, 60(2):179-183.
Tsukuda E, Tanaka T, Ochiai K, Kondo H, Yoshida M, Agatsuma T, Saitoh Y, Teshiba S, Matsuda Y. 1996. EI-1507-1 and-2, novel interleukin-1 ß converting enzyme inhibitors produced by Streptomyces sp. E-1507. J.Antibiot., 49(4):333-339.
Wang H B, Li H Y, Zuo M X, Zhang Y, Liu H, Fang W S, Chen X G. 2008. Lx2-32c, a novel taxane and its antitumor activities in vitro and in vivo. Cancer Lett., 268(1):89-97.
Wang H B, Ma X J, Ren S M, Buolamwini J K, Yan C H. 2011.A small-molecule inhibitor of MDMX activates p53 and induces apoptosis. Mol. Cancer Ther., 10(1):69-79.
Xie Z P, Liu B, Wang H P, Yang S X, Zhang H Y, Wang Y P, Ji N Y, Qin S, Laatsch H. 2012a. Kiamycin, a unique cytotoxic angucyclinone derivative from a marine Streptomyces sp. Mar. Drugs, 10(3):551-558.
Xie Z P, Zhang H Y, Li F C, Liu B, Yang S X, Wang H P, Pu Y, Chen Y, Qin S. 2012b. A new isobenzofuranone derivative from a marine Streptomyces sp. Chinese Chem. Lett., 23(8):941-944.
Zhang H Y, Wang H P, Cui H L, Li Z G, Xie Z P, Pu Y, Li F C, Qin S. 2011. A new anthracene derivative from marine Streptomyces sp. W007 exhibiting highly and selectively cytotoxic activities. Mar. Drugs, 9(9):1 502-1 509.
Zhang S M, Zhang H Y, Yang S X, Qu C L, Xie Z P, Pescitelli G. 2014. Isolation, stereochemical study, and cytotoxic activity of isobenzofuran derivatives from a marine Streptomyces sp. Chirality, 27(1):82-87, http://dx.doi.org/10.1002/chir.22393.
Copyright © Haiyang Xuebao