114819-45-3Relevant articles and documents
Chemical constituents and biological activities of Viburnum macrocephalum f. keteleeri
Shao, Jian-Hua,Chen, Jia,Xu, Xiao-Qing,Zhao, Chun-Chao,Dong, Zi-Ling,Liu, Wen-Yan,Shen, Jie
, p. 1 - 5 (2018)
Three new compounds (1–3) and seven known compounds (4–10) have been isolated from the ethanolic extract of Viburnum macrocephalum f. keteleeri using bioactivity-guided fractionation and identified as methyl (2-α-L-rhamnopyranosyloxy)acetate (1), methyl (2R-3-α-L-rhamnopyranosyloxy)glycerate (2), methyl (3R-4-α-L-rhamnopyranosyloxy-3-hydroxy)butanoate (3), bridelionoside B (4), (6S,7E,9R)-roseoside (5), linarionoside A (6), 3,7,11-trimethyl-1,6-dodecadien-3,10,11-triol (7), (+)-8-hydroxylinalool (8), β-sitosterol (9) and daucosterol (10). The structures of 1–3, including absolute configurations, were determined by spectroscopic data (1H and 13C NMR, HSQC, HMBC and ORD) and chemical methods. In addition, compounds 1–8 were assayed for their insecticidal and antimicrobial activities. Compounds 7 and 8 exhibited moderately insecticidal effects against Mythimna separata with LD50 values of 180 and 230?μg?g?1, respectively. Compounds 2, 3, 7 and 8 showed varying antimicrobial activities with IC50 values ranging from 125 to 529?μM.
ALIPHATIC AND AROMATIC GLUCOSIDES FROM ANOECTOCHILUS KOSHUNENSIS
Ito, Aiko,Kasai, Ryoji,Yamasaki, Kazuo,Sugimoto, Hiroyuki
, p. 1133 - 1138 (1993)
A new simple aliphatic glucoside, 3-(R)-3-β-D-glucopyranosyloxybutanolide (kinsenoside) with its congeners and a heterocyclic aromatic glucoside, β-D-glucopyranosyl-3-pyridinemethanol (nicoloside) have been isolated from whole Anoectochilus koshunensis plants.Their structures were elucidated from chemical and spectroscopic evidence. Key Word Index: Anoectochilus koshunensis; Orchidaceae; 3,4-dihydroxy butanoic acid; glucoside; 3-glucosyloxybutanolide; kinsenoside; glucosyl-3-pyridinemethanol; nicoloside.
Phainanoids A-F, A new class of potent immunosuppressive triterpenoids with an unprecedented carbon skeleton from phyllanthus hainanensis
Fan, Yao-Yue,Zhang, Hua,Zhou, Yu,Liu, Hong-Bing,Tang, Wei,Zhou, Bin,Zuo, Jian-Ping,Yue, Jian-Min
supporting information, p. 138 - 141 (2015/01/30)
Phainanoids A-F (1-6), six highly modified triterpenoids with a new carbon skeleton by incorporating two unique motifs of a 4,5- and a 5,5-spirocyclic systems, were isolated from Phyllanthus hainanensis. Their structures with absolute configurations were determined by spectroscopic data, chemical methods, and X-ray crystallography. Compounds 1-6 exhibited exceptionally potent immunosuppressive activities in vitro against the proliferation of T and B lymphocytes. The most potent one, phainanoid F (6), showed activities against the proliferation of T cells with IC50 value of 2.04 ± 0.01 nM (positive control CsA = 14.21 ± 0.01 nM) and B cells with IC50 value of 1.60 ± 0.01 nM (CsA = 352.87 ± 0.01 nM), which is about 7 and 221 times as active as CsA, respectively. The structure-activity relationships of 1-6 are discussed.
Studies directed towards the total synthesis of koshikalide: Stereoselective synthesis of the macrocyclic core
Venkanna, Arramshetti,Sreedhar, Eppakayala,Siva, Bandi,Babu, Katragadda Suresh,Prasad, Kothakonda Rajendra,Rao, Janaswamy Madhusudana
, p. 1010 - 1022 (2013/09/23)
The stereoselective synthesis of the macrolactone core of the natural product koshikalide is described. Starting with readily available 1,4-butanediol and malic acid as synthons, our synthetic strategy involved the reiterative application of Gilman's reaction, Swern oxidation and Sharpless asymmetric epoxidation to establish the required stereocentres. Other key steps in the synthesis include Negishi cross coupling and Horner-Wadsworth-Emmons (HWE) reactions for construction of the main fragments. The 14-membered lactone ring was prepared by a selective Mitsunobu macrolactonization approach.
