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Mar. Drugs 2017, 15(4), 120; doi:10.3390/md15040120

New Cytotoxic Secondary Metabolites from Marine Bryozoan Cryptosula pallasiana

1
Research & Development Center of Biorational Pesticide, Northwest A&F University, Yangling 712100, China
2
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China
3
Institute of Materia Medica, School of Pharmacy, Fourth Military Medical University, Xi’an 710032, China
4
School of Traditional Chinese Medicines, Shenyang Pharmaceutical University, Shenyang 110016, China
5
Department of Pharmacy, Renji Hospital, Affiliated to School of Medicine, Shanghai Jiao-Tong University, Shanghai 200127, China
These authors contributed equally to this work.
*
Authors to whom correspondence should be addressed.
Academic Editor: Anake Kijjoa
Received: 24 January 2017 / Revised: 10 April 2017 / Accepted: 11 April 2017 / Published: 13 April 2017
View Full-Text   |   Download PDF [1692 KB, uploaded 13 April 2017]   |  

Abstract

A new sterol, (23R)-methoxycholest-5,24-dien-3β-ol (1), two new ceramides, (2S,3R,4E,8E)-2-(tetradecanoylamino)-4,8-octadecadien-l,3-diol (6) and (2S,3R,2′R,4E,8E)-2-(tetradecanoylamino)-4,8-octadecadien-l,3,2′-triol (7), together with three known sterols (24), a lactone (5) and two ceramides (8,9), were isolated from the marine bryozoan Cryptosula pallasiana, collected at Huang Island of China. The structures of the new compounds were elucidated by extensive spectroscopic analyses, chemical methods and quantum electronic circular dichroism (ECD) calculations. Among the isolated compounds, sterol 1 possessed a rare side chain with a methoxy group at C-23, and a double bond between C-24 and C-25. Ceramides 6 and 7 possessed 14 carbons in their long-chain fatty acid base (FAB), which were different from the normal ceramides with 16 carbons in the FAB. Moreover, compounds 5 and 8 were isolated for the first time from marine bryozoans. Compounds 19 were evaluated for their cytotoxicity against human tumor cell lines HL-60, Hep-G2 and SGC-7901. The results showed that lactone 5 appears to have strong cytotoxicity against the test tumor cell lines, with IC50 values from 4.12 μM to 7.32 μM, and sterol 1 displayed moderate cytotoxicity with IC50 values between 12.34 μM and 18.37 μM, while ceramides 69 showed weak cytotoxicity with IC50 ranging from 21.13 μM to 58.15 μM. View Full-Text
Keywords: marine bryozoan; Cryptosula pallasiana; sterol; ceramides; cytotoxicity marine bryozoan; Cryptosula pallasiana; sterol; ceramides; cytotoxicity
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MDPI and ACS Style

Tian, X.-R.; Gao, Y.-Q.; Tian, X.-L.; Li, J.; Tang, H.-F.; Li, Y.-S.; Lin, H.-W.; Ma, Z.-Q. New Cytotoxic Secondary Metabolites from Marine Bryozoan Cryptosula pallasiana. Mar. Drugs 2017, 15, 120.

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