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Hypercohones D-G, New Polycyclic Polyprenylated Acylphloroglucinol Type Natural Products from Hypericum cohaerens
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Jing-Jing Zhang, Xing-Wei Yang, Jun-Zeng Ma, Xia Liu, Li-Xin Yang, Sheng-Chao Yang, Gang Xu
Natural Products and Bioprospecting. 2014, 4 (2): 73-79.
DOI: 10.1007/s13659-014-0007-5
Four new polycyclic polyprenylated acylphloroglucinol type metabolites, hypercohones D-G(1-4), along with four known analogues(5-8), were isolated from the aerial parts of Hypericum cohaerens. The structures of these isolates were elucidated by extensive spectroscopic methods. The inhibitory activities of these isolates against five human cancer cell lines in vitro were also tested.
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Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii
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Chun-Shuai Huang, Shi-Hong Luo, Yao-Lan Li, Chun-Huan Li, Juan Hua, Yan Liu, Shu-Xi Jing, Ying Wang, Min-Jie Yang, Sheng-Hong Li
Natural Products and Bioprospecting. 2014, 4 (2): 91-100.
DOI: 10.1007/s13659-014-0009-3
The perennial herbaceous plant Euphorbia jolkinii(Euphorbiaceae) is a noxious weed widely distributed in the grasslands of northwestern Yunnan and has greatly threatened the local biodiversity. Phytochemical investigation on the fresh roots of E. jolkinii afforded six new diterpenoids 1, 2, 4-6, and 8, together with fifteen known diterpenoids. Their structures were elucidated on the basis of 1D and 2D NMR and other spectroscopic methods. Casbane, lathyrane, abietane, and ent-kaurane diterpenoids were reported from this plant for the first time. Selected compounds were evaluated for their antifeedant and anti-RSV(respiratory syncytial virus) activities. Compound 2 and ingenol(3) exhibited moderate antifeedant activity against a generalist insect herbivore, Spodoptera exigua, with EC50 values of 17.88 and 17.71 lg/cm2 respectively. Compound 19 showed significant anti-RSV activity, with 50% inhibition(IC50) value of 10.0 μM and selective index of 8.0. Compounds 1 and 2 were less active against RSV virus, both with IC50 value of 25 μM, and with selective indices of 1.0 and 3.2 respectively. These findings provided new evidence for the biological functions and utilization of the diversified diterpenoid metabolites in the roots of this rich but harmful plant.
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Diprenylated Indole Alkaloids from Fruits of Hexalobus monopetalus
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Hamisi M. Malebo, Stephan A. Jonker, Reiner Waibel, Mayunga H. H. Nkunya
Natural Products and Bioprospecting. 2014, 4 (2): 101-105.
DOI: 10.1007/s13659-014-0010-x
New hexalobine type alkaloid, 5-(2", 3"-epoxy-3"-methylbutyl)-3-(3'-hydroxy-3'-methyl-1'-acetyloxy-but-2'-yl) indole(1) alongside the known hexalobines 3-(2', 3'-dihydroxy-3'-methylbutyl)-5-(3"-methylcrotonoyl) indole(2), 3, 5-hexalobine C(3) and 3, 5-hexalobine D(4) were isolated from fruits of Hexalobus monopetalus. Compounds 3 and 4 exhibited antifungal activity against Candida albicans.
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Nine New Farnesylphenols from the Basidiomycete Albatrellus Caeruleoporus
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Liang-Yan Liu, Zheng-Hui Li, Gang-Qiang Wang, Kun Wei, Ze-Jun Dong, Tao Feng, Gen-Tao Li, Yan Li, Ji-Kai Liu
Natural Products and Bioprospecting. 2014, 4 (2): 119-128.
DOI: 10.1007/s13659-014-0015-5
Nine previously-unreported farnesylphenols, involving eight neogrifolin derivatives(1-8) and one grifolin analogue(9), together with three known compounds, were isolated from the fruiting bodies of the mushroom Albatrellus caeruleoporus. Their structures were elucidated as(S)-17-hydroxy-18, 20-ene-neogrifolin(1),(S)-18, 19-dihydroxyneogrifolin(2),(S)-9-hydroxy-10, 22-ene-neogrifolin(3),(9S, 10R)-6, 10-epoxy-9-hydroxyneo grifolin(4),(9S, 10R)-6, 9-epoxy-10-hydroxyneogrifolin(5),(-)-13, 14-dihydroxyneogrifolin(6), albatrelin G(7), albatrelin H(8), and one grifolin analogue,(S)-10-hydroxygrifolin(9), grifolin(10), neogrifolin(11), and albatrellin(12) by extensive spectroscopic analyses and chemical methods. Compounds 7 and 8 showed weak cytotoxic activity to cell lines HL-60, SMMC-7721, A-549, and MCF-7, in vitro.
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Antifungal Enantiomeric Styrylpyrones from Sanrafaelia ruffonammari and Ophrypetalum odoratum
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Hamisi M. Malebo, Charles Kihampa, Clarence A. Mgina, Fortunatus Sung'hwa, Reiner Waibel, Stephan A. Jonker, Mayunga H. H. Nkunya
Natural Products and Bioprospecting. 2014, 4 (2): 129-133.
DOI: 10.1007/s13659-014-0014-6
Phytochemical investigation of Sanrafaelia ruffonammari Verd and Ophrypetalum odoratum Diels that belongs to the rare genera confined to East African coastal forests led to the isolation of enantiomeric styrylpyrone dimer,(±)-5-methoxy-7-phenyl-[4-methoxy-2-pyronyl]-1-(E)-styryl-2-oxabicyclo-[4.2.0]-octa-4-en-3-one(1) alongside(+)-6-styryl-7, 8-epoxy-4-methoxypyran-2-one(2) and the enantiomeric(+)-(3) and(-)-6-styryl-7, 8-dihydroxy-4-methoxypyran-2-ones(4). Their structures were established by means of spectroscopic methods. In this paper we reveal for the first time the occurrence of styrylpyrones in East African biodiversity.(+)-6-Styryl-7, 8-epoxy-4-methoxypyran-2-one(2) and the dihydroxystyrylpyrone enantiomer(3) showed in vitro antifungal activity against Candida albicans at a concentration of 24.4 and 26.2 lM with zones of inhibition of 17 and 9 mm, respectively. Compound 2 exhibited strong activity in the brine shrimp test with LC50=1.7 μg/mL. Their high cytotoxic and antifungal activities render them candidates for further scientific attention for drug development programs against cancer and microbial infections.
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