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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 |
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| container_issue | 5 |
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| container_title | Journal of natural products (Washington, D.C.) |
| container_volume | 73 |
| creator | 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 |
| description | 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. |
| doi_str_mv | 10.1021/np900787p |
| format | article |
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A ; Hifnawy, Mohamed S ; El Sayed, Khalid A</creator><creatorcontrib>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</creatorcontrib><description>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.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np900787p</identifier><identifier>PMID: 20420415</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Northbrook, IL: American Chemical Society and American Society of Pharmacognosy</publisher><subject>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. 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Drug treatments ; Prostatic Neoplasms - drug therapy ; Stereoisomerism ; Structure-Activity Relationship ; Wound Healing - drug effects</subject><ispartof>Journal of natural products (Washington, D.C.), 2010-05, Vol.73 (5), p.848-853</ispartof><rights>Copyright © 2010 American Chemical Society and American Society of Pharmacognosy and American Society of Pharmacognosy</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a434t-e1f60cf6a00523eded4557600f310f59c31e0d48a913cbf0cac40f5d07f652e53</citedby><cites>FETCH-LOGICAL-a434t-e1f60cf6a00523eded4557600f310f59c31e0d48a913cbf0cac40f5d07f652e53</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,786,790,27957,27958</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22854358$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20420415$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hassan, Hossam M</creatorcontrib><creatorcontrib>Khanfar, Mohammad A</creatorcontrib><creatorcontrib>Elnagar, Ahmed Y</creatorcontrib><creatorcontrib>Mohammed, Rabab</creatorcontrib><creatorcontrib>Shaala, Lamiaa A</creatorcontrib><creatorcontrib>Youssef, Diaa T. A</creatorcontrib><creatorcontrib>Hifnawy, Mohamed S</creatorcontrib><creatorcontrib>El Sayed, Khalid A</creatorcontrib><title>Pachycladins A−E, Prostate Cancer Invasion and Migration Inhibitory Eunicellin-Based Diterpenoids from the Red Sea Soft Coral Cladiella pachyclados</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>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.</description><subject>Animals</subject><subject>Anthozoa - chemistry</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - isolation & purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Bridged-Ring Compounds - chemistry</subject><subject>Cell Movement - drug effects</subject><subject>Cell Proliferation - drug effects</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - isolation & purification</subject><subject>Diterpenes - pharmacology</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Furans - chemistry</subject><subject>General pharmacology</subject><subject>Humans</subject><subject>Indian Ocean</subject><subject>Male</subject><subject>Marine Biology</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Prostatic Neoplasms - drug therapy</subject><subject>Stereoisomerism</subject><subject>Structure-Activity Relationship</subject><subject>Wound Healing - drug effects</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNptkc9uEzEQxi0EoqFw4AXAF4SQWBiv1_vnWJa0jVREReh5NfHajauNvbW9SHkDzki8IE-Co6TtpdJI1ox__mb8DSGvGXxikLPPdmwAqroan5AZEzlkJeTiKZkBK3nG67I4Ii9CuAEADo14To5yKFIwMSN_L1Gut3LA3thAT_79_jP_SC-9CxGjoi1aqTxd2F8YjLMUbU-_mWuPcZct7NqsTHR-S-eTNVINg7HZFwyqp19NVH5U1pk-UO3dhsa1oj_SzVIhXTodaes8DrTdtU4vkY53k7jwkjzTOAT16nAek6vT-c_2PLv4frZoTy4yLHgRM8V0CVKXCCByrnrVF0JUJYDmDLRoJGcK-qLGhnG50iBRFqneQ6VLkSvBj8n7ve7o3e2kQuw2Juz-gVa5KXQVT0JNyfNEftiTMnkTvNLd6M0G_bZj0O2W0N0vIbFvDqrTaqP6e_LO9QS8OwAYJA7aJ5tNeODyWhRc1Il7u-c0ug6vfWKuljkwDqwWNRPsQQll6G7c5G2y65GR_gPeUaY4</recordid><startdate>20100528</startdate><enddate>20100528</enddate><creator>Hassan, Hossam M</creator><creator>Khanfar, Mohammad A</creator><creator>Elnagar, Ahmed Y</creator><creator>Mohammed, Rabab</creator><creator>Shaala, Lamiaa A</creator><creator>Youssef, Diaa T. 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Some of the new metabolites exhibited significant anti-invasive activity.</abstract><cop>Northbrook, IL</cop><pub>American Chemical Society and American Society of Pharmacognosy</pub><pmid>20420415</pmid><doi>10.1021/np900787p</doi><tpages>6</tpages></addata></record> |
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| ispartof | Journal of natural products (Washington, D.C.), 2010-05, Vol.73 (5), p.848-853 |
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| source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
| 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 |
| title | Pachycladins A−E, Prostate Cancer Invasion and Migration Inhibitory Eunicellin-Based Diterpenoids from the Red Sea Soft Coral Cladiella pachyclados |
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