Chemistry of Natural Compounds

Zhan, Hong-Cai; Ma, Yu-Xuan; Fu, Xin; Yang, Li-Jun; Feng, Cheng; Zhang, Dan-Dan; Zhou, Hai-Chun; Hu, Ming-Xu

2018 Chemistry of Natural Compounds

doi: 10.1007/s10600-018-2370-7

Two new compounds, n-13,16-nonadecadienoic acid (1) and n-4,11-nonadecadienoic acid (2), and six other compounds, 7-nonadecenoic acid (3), 12-nonadecenoic acid (4), 14-methylstigmasta-7,24(28)-dien-3-ol (5), 21α-hydroxyserrat-14-en-3β-ol (6), longifloroside (7), and 1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-propane-1,3-diol (8), were isolated from soy germ. The structures were established using data from IR and NMR spectra.

Jin, Pengfei; Xu, Shuo; Hui, Hui; Duan, Hongquan; Zhao, Chuan; Tang, Shengan

2018 Chemistry of Natural Compounds

doi: 10.1007/s10600-018-2371-6

From the petroleum ether extract of Tetrastigma hemsleyanum, a new polyunsaturated lipid, (9R)-hydroxy-(10E,12Z,15Z)-octadecatrienoic-2′,3′-dihydroxypropyl ester (1), was isolated and its structure was established on the basis of IR, MS, and extensive NMR spectroscopic analysis.

Chunyu, Wei-Xun; Zhao, Jiang-Yuan; Ding, Zhang-Gui; Wang, Yong-Xia; Han, Xiu-Lin; Li, Ming-Gang; Wen, Meng-Liang

2018 Chemistry of Natural Compounds

doi: 10.1007/s10600-018-2372-5

One rare dichlorinated aromatic lactone was isolated from the tin mine tailings-derived fungus Torula sp. YIM DT 10072. Its structure was determined by detailed analysis of spectroscopic data including 1H NMR, 13C NMR, 2D NMR, and HR-FAB-MS. The compound showed antibacterial activity against Staphylococcus aureus with MIC value of 64 μg/mL.

Wang, Qing-hu; Huo, Su-ri-na; Bao, Yin-ping; Ao, Wu-Li-Ji

2018 Chemistry of Natural Compounds

doi: 10.1007/s10600-018-2373-4

Phytochemical investigation of the stem of Syringa pinnatifolia Hemsl led to the isolation of 13 lignans (4–12, 14–17) and four phenolic compounds (1–3, 13), in which a new lignan (14) was isolated from this plant and compounds 5 and 6 were found for the first time in the genus Syringa. Lignans are major compounds in this plant, which may be used as chemotaxonomic markers for the genus Syringa.

Shokol, T.; Abdullaev, E.; Gorbulenko, N.; Frasinyuk, M.; Khilya, V.

2018 Chemistry of Natural Compounds

doi: 10.1007/s10600-018-2374-3

6-(2-Methylthiazol-4-yl)-4-methylumbelliferone derivatives were synthesized from 4-(1,3-thiazol-4-yl)-1,3-benzenediols via a Pechmann reaction and were modified by acylation and aminomethylation.

Li, Yuan-yuan; Yang, Long; Chai, Xin; Yang, Jun-jun; Wang, Yue-fei; Zhu, Yan

2018 Chemistry of Natural Compounds

doi: 10.1007/s10600-018-2375-2

Urinary metabolites of liquiritigenin were investigated in rats after intravenous administration. Four major urinary metabolites, isoliquiritigenin (2), liquiritigenin-4′-O-β-D-glucuronide (3), liquiritigenin-7-O-β-Dglucuronide (4), and davidigenin-2′-O-β-D-glucuronide (5), were isolated from the urine of rats. Their structures were elucidated on the basis of extensive spectroscopic methods, among which 5 was a new compound. Compound 2 showed significant inhibition of platelet aggregation induced by ADP, whose 50% inhibitory concentration (IC50) value was 20.38 ± 1.68 μM.

Zheng, Na; Liu, Quan; He, Dong-Lan; Liang, Yan; Li, Jun; Yang, Rui-Yun

2018 Chemistry of Natural Compounds

doi: 10.1007/s10600-018-2376-1

A new compound, 6-heptanoyl-4-methoxy-2H-pyran-2-one (1), was isolated from the endophytic fungus Xylaria sp. GDG-102 from the leaf of Sophora tonkinensis. The structure of the new compound was elucidated on the basis of 1D and 2D NMR spectra. Compound 1 showed antimicrobial activity against E. coli and S. aureus with MIC values 50 μg/mL.

Yu, Hang-Fei; Qiu, Fang-Jun; Wang, Yue-Jun; Li, Yuan-Yuan; Fang, Ling; Yao, Jian-Biao; Zhan, Zha-Jun; Shan, Wei-Guang; Ying, You-Min

2018 Chemistry of Natural Compounds

doi: 10.1007/s10600-018-2377-0

The One Strain Many Compounds (OSMAC) method was employed to explore the chemical diversities of secondary metabolites produced by Ceriporia lacerate HS-ZJUT-C13A, a fungal endophyte of Huperzia serrata. Four new furan derivatives 1–4, together with a known compound, were obtained from the rice culture of the fungus. The structures of the new compounds were established by detailed analysis of the spectroscopic data, especially 1D and 2D NMR, and HR-ESI-MS. All compounds were evaluated for their acetylcholinesterase inhibitory activity and antiproliferative activities against HeLa, HepG2, and SGC7901 cell lines.

Aricu, A.; Kuchkova, K.; Secara, E.; Barba, A.; Dragalin, I.; Ungur, N.; Mel′nik, E.; Kravtsov, V.

2018 Chemistry of Natural Compounds

doi: 10.1007/s10600-018-2378-z

Drimenic acid was synthesized in six steps from norambreinolide. Reaction of drimenic acid with oxalyl chloride produced iso-drimenic acid chloride, which reacted with heterocyclic amines (2-aminopyrimidine, 2-aminopyrazine, 4-aminopyrimidine, N-aminocarbazole, and 3-amino-1,2,4-triazole) to form amides of iso-drimenic and albicanic acids. The structures of the amides were elucidated by spectral methods and an X-ray structure analysis.

Vydrina, V.; Kravchenko, A.; Yakovleva, M.; Ishmuratova, N.; Ishmuratov, G.

2018 Chemistry of Natural Compounds

doi: 10.1007/s10600-018-2379-y

A stereoselective synthesis of natural (+)-caparratriene was developed starting from commercially available L-menthol and tiglic aldehyde. The key step was a Wittig reaction of the latter with the triphenylphosphorane generated from (R)-(–)-citronellyl bromide. (+)-Caparratriene as a mixture (4:1) of 2E,4E- and 2E,4Z-stereoisomers is a known anticancer agent.