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Article: Structure elucidation of arteannuin O, a novel cadinane diol from Artemisia annua, and the synthesis of arteannuins K, L, M and O
Title | Structure elucidation of arteannuin O, a novel cadinane diol from Artemisia annua, and the synthesis of arteannuins K, L, M and O |
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Authors | |
Keywords | 2D NMR Arteannuin K Arteannuin L Arteannuin M Arteannuin O Artemisia annua Artemisinin Cadinane Dihydro-epi-deoxyarteannuin B Mosher ester X-ray crystallography |
Issue Date | 2001 |
Publisher | Pergamon. The Journal's web site is located at http://www.elsevier.com/locate/tet |
Citation | Tetrahedron, 2001, v. 57 n. 40, p. 8481-8493 How to Cite? |
Abstract | The novel cadinane diol, arteannuin O (1), has been obtained from Artemisia annua and its structure has been established by 2D NMR and X-ray crystallography. A reconstructive synthesis of arteannuin O from artemisinin is described, which also yields the natural products arteannuin K and arteannuin L. Mechanistic considerations have led to the conclusion that the stereochemistry of the 5-hydroxyl group was wrongly assigned when arteannuins K, L and M were first reported as natural products. This was confirmed by derivatization of synthetic arteannuins K, L and M as their Mosher esters. © 2001 Elsevier Science Ltd. All rights reserved. |
Persistent Identifier | http://hdl.handle.net/10722/70345 |
ISSN | 2023 Impact Factor: 2.1 2023 SCImago Journal Rankings: 0.406 |
ISI Accession Number ID | |
References |
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Sy, LK | en_HK |
dc.contributor.author | Cheung, KK | en_HK |
dc.contributor.author | Zhu, NY | en_HK |
dc.contributor.author | Brown, GD | en_HK |
dc.date.accessioned | 2010-09-06T06:22:00Z | - |
dc.date.available | 2010-09-06T06:22:00Z | - |
dc.date.issued | 2001 | en_HK |
dc.identifier.citation | Tetrahedron, 2001, v. 57 n. 40, p. 8481-8493 | en_HK |
dc.identifier.issn | 0040-4020 | en_HK |
dc.identifier.uri | http://hdl.handle.net/10722/70345 | - |
dc.description.abstract | The novel cadinane diol, arteannuin O (1), has been obtained from Artemisia annua and its structure has been established by 2D NMR and X-ray crystallography. A reconstructive synthesis of arteannuin O from artemisinin is described, which also yields the natural products arteannuin K and arteannuin L. Mechanistic considerations have led to the conclusion that the stereochemistry of the 5-hydroxyl group was wrongly assigned when arteannuins K, L and M were first reported as natural products. This was confirmed by derivatization of synthetic arteannuins K, L and M as their Mosher esters. © 2001 Elsevier Science Ltd. All rights reserved. | en_HK |
dc.language | eng | en_HK |
dc.publisher | Pergamon. The Journal's web site is located at http://www.elsevier.com/locate/tet | en_HK |
dc.relation.ispartof | Tetrahedron | en_HK |
dc.subject | 2D NMR | en_HK |
dc.subject | Arteannuin K | en_HK |
dc.subject | Arteannuin L | en_HK |
dc.subject | Arteannuin M | en_HK |
dc.subject | Arteannuin O | en_HK |
dc.subject | Artemisia annua | en_HK |
dc.subject | Artemisinin | en_HK |
dc.subject | Cadinane | en_HK |
dc.subject | Dihydro-epi-deoxyarteannuin B | en_HK |
dc.subject | Mosher ester | en_HK |
dc.subject | X-ray crystallography | en_HK |
dc.title | Structure elucidation of arteannuin O, a novel cadinane diol from Artemisia annua, and the synthesis of arteannuins K, L, M and O | en_HK |
dc.type | Article | en_HK |
dc.identifier.openurl | http://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0040-4020&volume=57&spage=8481&epage=8493&date=2001&atitle=Structure+elucidation+of+arteannuin+O,+a+novel+cadinane+diol+from+Artemisia+annua,+and+the+synthesis+of+arteannuins+K,+L,+M+and+O | en_HK |
dc.identifier.email | Sy, LK: sylk@hku.hk | en_HK |
dc.identifier.email | Zhu, NY: nzhu@hkucc.hku.hk | en_HK |
dc.identifier.authority | Sy, LK=rp00784 | en_HK |
dc.identifier.authority | Zhu, NY=rp00845 | en_HK |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1016/S0040-4020(01)00633-0 | en_HK |
dc.identifier.scopus | eid_2-s2.0-0035478822 | en_HK |
dc.identifier.hkuros | 68643 | en_HK |
dc.relation.references | http://www.scopus.com/mlt/select.url?eid=2-s2.0-0035478822&selection=ref&src=s&origin=recordpage | en_HK |
dc.identifier.volume | 57 | en_HK |
dc.identifier.issue | 40 | en_HK |
dc.identifier.spage | 8481 | en_HK |
dc.identifier.epage | 8493 | en_HK |
dc.identifier.isi | WOS:000171327500008 | - |
dc.publisher.place | United Kingdom | en_HK |
dc.identifier.scopusauthorid | Sy, LK=35874602700 | en_HK |
dc.identifier.scopusauthorid | Cheung, KK=7402406613 | en_HK |
dc.identifier.scopusauthorid | Zhu, NY=7201449530 | en_HK |
dc.identifier.scopusauthorid | Brown, GD=7406468149 | en_HK |
dc.identifier.issnl | 0040-4020 | - |