Planta Medica, Inhaltsverzeichnis Planta Med 2010; 76(9): 920-922DOI: 10.1055/s-0029-1240811 Natural Product ChemistryLetters© Georg Thieme Verlag KG Stuttgart · New YorkPiperidine Alkaloids from Chinese Mangrove Sonneratia hainanensis Hai-Li Liu1 , Xiao-Yin Huang1 , Mei-Ling Dong2 , Guo-Rong Xin2 , Yue-Wei Guo1 1State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, P. R. China 2Institute of Biological Science, Sun Yat-Sen University, Guangzhou, P. R. China Artikel empfehlen Abstract Artikel einzeln kaufen(opens in new window) Abstract A new diphenacyl-piperidine alkaloid, sonneratine A (2), identified as a piperidine ring bearing two phenacyl substitutes at C-2 and C-6, and a known related derivative, (±)1-(2-piperidyl)-4-(p-methoxyphenyl)-butanone-2 (3), were isolated from the leaves and stems of the Hainan mangrove Sonneratia hainanensis. The structure of the new compound was determined by extensive analysis of its spectroscopic data and by comparison of its NMR data with those reported in the literature. Key words Sonneratiaceae - Sonneratia hainanensis - diphenacyl‐piperidine alkaloid - sonneratine A Volltext Referenzen References 1 Felpin F X, Lebreton J. History, chemistry and biology of alkaloids from Lobelia inflata. Tetrahedron. 2004; 60 10127-10153 2 Watson P S, Jiang B, Scott B. A diastereoselective synthesis of 2,4-disubstituted piperidines: scaffolds for drug discovery. Org Lett. 2000; 2 3679-3681 3 Hegnauer R. Eine Übersicht über die Verbreitung und die systematische Bedeutung der Pflanzenstoffe. Harborne JB Chemotaxonomie der Pflanzen, Vol. 8. Basel, Boston, Berlin; Birkhäuser Verlag 1989: 407-408 4 Wieland H, Koschara E D, Renz J, Schwarze W, Linde W. Lobelia alkaloids. VII. Accessory alkaloids of Lobelia inflate. Liebigs Ann Chem. 1939; 540 103-156 5 Qin H N, Graham S, Gilbert M G. Sonneratia linnaeus f., Suppl. Pl. 38, 252. 1782, nom. cons. Wu ZY Flora of China, Vol. 13. Beijing; Science Publishers 2007: 286-288 6 Bandaranayake W M. Traditional and medicinal uses of mangroves. Mangroves and Salt Marshes. 1998; 2 133-148 7 Gong J X, Shen X, Yao L G, Jiang H L, Krohn K, Guo Y W. Total synthesis of gymnorrhizol, an unprecedented 15-membered macrocyclic polydisulfide from the Chinese mangrove Bruguiera gymnorrhiza. Org Lett. 2007; 9 1715-1716 8 Sun Y Q, Guo Y W. Gymnorrhizol, an unusual macrocyclic polydisulfide from the Chinese mangrove Bruguiera gymnorrhiza. Tetrahedron Lett. 2004; 45 5533-5535 9 Wang J D, Zhang W, Li Z Y, Xiang W S, Guo Y W. Elucidation of excogallochaols A–D, four unusual diterpenoids from the Chinese mangrove Excoecaria agallocha. Phytochemistry. 2007; 68 2426-2431 10 Wang J D, Li Z Y, Xiang W S, Guo Y W. Further new secoatisane diterpenoids from Chinese mangrove Excoecaria agallocha L. Helv Chim Acta. 2006; 89 1367-1372 11 Czaroncki Z, Wrobel J T. N-bromoamides as reagents for novel synthesis of indolizidine derivatives. Bull Pol Acad Sci Chem. 1983; 31 225-231 12 Kursinszki L, Ludányi K, Szőke E. LC-DAD and LC-MS-MS analysis of piperidine alkaloids of Lobelia inflata L. (in vitro and in vivo). Chromatographia. 2008; 68 S27-S33 13 Mill S, Hootelé C. A revised structure for the piperidine alkaloid andrachamine. Can J Chem. 1996; 74 2434-2443 14 Ali Z, Khan I A. Alkaloids and saponins from blue cohosh. Phytochemistry. 2008; 69 1037-1042 15 Robinson R. LXXV – A theory of the mechanism of the phytochemical synthesis of certain alkaloids. J Chem Soc. 1917; 111 876-899 16 Sriphong L, Sotanaphun U, Limsirichaikul S, Wetwitayaklung P, Chaichantipyuth C, Pummangura S. Cytotoxic alkaloids from the flowers of Senna spectabilis. Planta Med. 2003; 69 1054-1056 17 Viegas C J, Alexandre-Moreira M S, Fraga C A M, Barreiro E J, Bolzani V D S, de Miranda A L P. Antinociceptive profile of 2,3,6-trisubstituted piperidine alkaloids: 3-O-acetyl-spectaline and semi-synthetic derivatives of (−)-spectaline. Chem Pharm Bull. 2008; 56 407-412 Prof. Dr. Yue-Wei Guo State Key Laboratory of Drug ResearchShanghai Institute of Materia MedicaChinese Academy of Sciences Zu Chong Zhi Rd. 555 Zhangjiang Hi-Tech Park 201203 Shanghai People's Republic of China Telefon: + 86 21 50 80 58 13 Fax: + 86 21 50 80 58 13 eMail: ywguo@mail.shcnc.ac.cn Zusatzmaterial Zusatzmaterial www.thieme-connect.de/ejournals/toc/plantamedica