Pachycladins A−E, Prostate Cancer Invasion and Migration Inhibitory Eunicellin-Based Diterpenoids from the Red Sea Soft Coral Cladiella pachyclados

Alcyonaria species are among the important marine invertebrate classes that produce a wealth of chemically diverse bioactive diterpenes. Examples of these are the potent microtubule disruptor sarcodictyins and eleutherobin. The genus Cladiella has proven to be a rich source of cytotoxic eunicellin-b...

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Published in:Journal of natural products (Washington, D.C.) D.C.), 2010-05, Vol.73 (5), p.848-853
Main Authors: Hassan, Hossam M, Khanfar, Mohammad A, Elnagar, Ahmed Y, Mohammed, Rabab, Shaala, Lamiaa A, Youssef, Diaa T. A, Hifnawy, Mohamed S, El Sayed, Khalid A
Format: Article
Language:English
Subjects:
Animals
Anthozoa - chemistry
Antineoplastic Agents - chemistry
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
Biological and medical sciences
Bridged-Ring Compounds - chemistry
Cell Movement - drug effects
Cell Proliferation - drug effects
Diterpenes - chemistry
Diterpenes - isolation & purification
Diterpenes - pharmacology
Drug Screening Assays, Antitumor
Furans - chemistry
General pharmacology
Humans
Indian Ocean
Male
Marine Biology
Medical sciences
Molecular Structure
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Prostatic Neoplasms - drug therapy
Stereoisomerism
Structure-Activity Relationship
Wound Healing - drug effects
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Summary:Alcyonaria species are among the important marine invertebrate classes that produce a wealth of chemically diverse bioactive diterpenes. Examples of these are the potent microtubule disruptor sarcodictyins and eleutherobin. The genus Cladiella has proven to be a rich source of cytotoxic eunicellin-based diterpenoids. Five new eunicellin diterpenes, pachycladins A−E (1−5), were isolated from the Red Sea soft coral Cladiella pachyclados. The known sclerophytin A Cladiellisin, 3-acetylcladiellisin, 3,6-diacetylcladiellisin, (+)-polyanthelin A, klysimplexin G, klysimplexin E, sclerophytin F methyl ether, (6Z)-cladiellin (cladiella-6Z,11(17)-dien-3-ol), sclerophytin B, and patagonicol were also identified. The structures of the isolated compounds were elucidated by extensive interpretation of their spectroscopic data. These compounds were evaluated for their ability to inhibit growth, proliferation, invasion, and migration of the prostate cancer cells PC-3. Some of the new metabolites exhibited significant anti-invasive activity.
ISSN:0163-3864
1520-6025
DOI:10.1021/np900787p