Rakotondraibe L Harinantenaina, Graupner Paul R, Xiong Quanbo, Olson Monica, Wiley Jessica D, Krai Priscilla, Brodie Peggy J, Callmander Martin W, Rakotobe Etienne, Ratovoson Fidy, Rasamison Vincent E, Cassera Maria B, Hahn Donald R, Kingston David G I, Fotso Serge
†Department of Chemistry and Virginia Tech Center for Drug Discovery, M/C 0212, Virginia Tech, Blacksburg, Virginia 24061, United States.
‡Discovery Research, Dow AgroSciences, 9330 Zionsville Road, Indianapolis, Indiana 46268, United States.
J Nat Prod. 2015 Mar 27;78(3):431-40. doi: 10.1021/np5008153. Epub 2015 Feb 4.
Ten new neolignans including the 6'-oxo-8.1'-lignans cymosalignans A (1a), B (2), and C (3), an 8.O.6'-neolignan (4a), ococymosin (5a), didymochlaenone C (6a), and the bicyclo[3.2.1]octanoids 7-10 were isolated along with the known compounds 3,4,5,3',5'-pentamethoxy-1'-allyl-8.O.4'-neolignan, 3,4,5,3'-tetramethoxy-1'-allyl-8.O.4'-neolignan, didymochlaenone B, virologin B, ocobullenone, and the unusual 2'-oxo-8.1'-lignan sibyllenone from the stems or bark of the Madagascan plant Ocotea cymosa. The new 8.O.6'-neolignan 4a, dihydrobenzofuranoid 5a, and the bicyclo[3.2.1]octanoid 7a had in vitro activity against Aedes aegypti, while the new compounds 5a, 7a, 8, and 10a and the known virolongin B (4b) and ocobullenone (10b) had antiplasmodial activity. We report herein the structure elucidation of the new compounds on the basis of spectroscopic evidence, including 1D and 2D NMR spectra, electronic circular dichroism, and mass spectrometry, and the biological activities of the new and known compounds.
从马达加斯加植物奥寇梯木（Ocotea cymosa）的茎或树皮中分离出了十种新的新木脂素，包括6'-氧代-8,1'-木脂素类的聚伞花新木脂素A（1a）、B（2）和C（3）、一种8, O, 6'-新木脂素（4a）、奥寇西莫辛（5a）、双柱木酮C（6a）以及双环[3.2.1]辛烷类化合物7 - 10，同时还分离出了已知化合物3,4,5,3',5'-五甲氧基-1'-烯丙基-8, O, 4'-新木脂素、3,4,5,3'-四甲氧基-1'-烯丙基-8, O, 4'-新木脂素、双柱木酮B、病毒菌素B、奥寇布勒酮以及不寻常的2'-氧代-8,1'-木脂素西贝林酮。新的8, O, 6'-新木脂素4a、二氢苯并呋喃类化合物5a以及双环[3.2.1]辛烷类化合物7a对埃及伊蚊具有体外活性，而新化合物5a、7a、8和10a以及已知的病毒菌素B（4b）和奥寇布勒酮（10b）具有抗疟活性。本文我们基于光谱证据（包括一维和二维核磁共振谱、电子圆二色光谱和质谱）报道了新化合物的结构解析以及新化合物和已知化合物的生物活性。
