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Mar. Drugs 2011, 9(11), 2469-2478; doi:10.3390/md9112469

A New Diketopiperazine, Cyclo-(4-S-hydroxy-R-proline-R-isoleucine), from an Australian Specimen of the Sponge Stelletta sp.

1
Australian Institute of Marine Science, PMB no. 3, Townsville MC, Townsville 4810, Australia
2
Defence Science & Technology Organisation, 506 Lorimer St. Fishermans Bend, Victoria 3207, Australia
3
ACD Labs UK, Building A, Trinity Court, Wokingham Road, Bracknell, Berkshire RG42 1PL, UK
4
Advanced Analytical Centre, James Cook University, Townsville, QLD 4811, Australia
5
College of Pharmacy, University of Hawaii, 34 Rainbow Drive, Hilo, HI 96720, USA
Dedication: We dedicate this paper to the memory of Dr. Peter Murphy (Townsville, Australia), a former AIMS colleague and dear friend, for his passionate contributions to the field of natural products chemistry and marine biodiversity, in particular recognising the need for access and benefit sharing arrangements between scientific organisations and local communities.
*
Author to whom correspondence should be addressed.
Received: 29 August 2011 / Revised: 11 November 2011 / Accepted: 16 November 2011 / Published: 22 November 2011
(This article belongs to the Special Issue Bioactive Compounds from Marine Sponges)
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Abstract

While investigating the cytotoxic activity of the methanol extract of an Australian marine sponge Stelletta sp. (Demospongiae), a new diketopiperazine, cyclo-(4-S-hydroxy-R-proline-R-isoleucine) (1), was isolated together with the known bengamides; A (2), F (3), N (4), Y (5), and bengazoles; Z (6), C4 (7) and C6 (8). The isolation and structure elucidation of the diketopiperazine (1), together with the activity of 18 against a panel of human and mammalian cell lines are discussed. View Full-Text
Keywords: Stelletta; diketopiperazine (DKP); cyclo-(4-S-hydroxy-R-proline-R-isoleucine); bengamide; bengazole; anti-cancer activity Stelletta; diketopiperazine (DKP); cyclo-(4-S-hydroxy-R-proline-R-isoleucine); bengamide; bengazole; anti-cancer activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Ovenden, S.P.B.; Nielson, J.L.; Liptrot, C.H.; Willis, R.H.; Tapiolas, D.M.; Wright, A.D.; Motti, C.A. A New Diketopiperazine, Cyclo-(4-S-hydroxy-R-proline-R-isoleucine), from an Australian Specimen of the Sponge Stelletta sp.. Mar. Drugs 2011, 9, 2469-2478.

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