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Journal ArticleDOI

Chemical constituents from Piper wallichii

09 Jan 2015-Natural Product Research (Nat Prod Res)-Vol. 29, Iss: 14, pp 1372-1375
TL;DR: Fifteen known compounds including four triterpenoids, one sterol, one diketopiperazine alkaloid and nine phenolics were isolated from the stems of Piper wallichii and the structure of compound 1 was fully assigned by 1D and 2D NMR experiments for the first time.
About: This article is published in Natural Product Research.The article was published on 2015-01-09. It has received 22 citations till now.
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01 Jan 2017

20 citations


Cites background from "Chemical constituents from Piper wa..."

  • ...Ramesh BR, Pascal JP, De Franceschi D (1992) Studies of endemism as a criterion for conservation in the Western Ghats. In: Proc of Consultation Workshop on Biodiversity Conservation in the Western Ghats (Nov. 1992, Bangalore) WWF, India. Reem H, Toby H (2007) The use of wild relatives in crop improvement: a survey of developments over the last 20 years....

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Journal ArticleDOI
TL;DR: Sixty-three amide alkaloids, including three new, piperflaviflorine A, p Piper flaviflorum and Piper sarmentosum, and two previously synthesized ones, (1E,3S)-1-cinnamoyl-3- hydroxypyrrolidine and N-[7'-(4'-methoxyphenyl)ethyl]-2-methoxybenzamide (5), were isolated from the aerial
Abstract: Sixty-three amide alkaloids, including three new, piperflaviflorine A (1), piperflaviflorine B (2), and sarmentamide D (4), and two previously synthesized ones, (1E,3S)-1-cinnamoyl-3- hydroxypyrrolidine (3) and N-[7′-(4′-methoxyphenyl)ethyl]-2-methoxybenzamide (5), were isolated from the aerial parts of Piper flaviflorum and Piper sarmentosum. Their structures were elucidated by detailed spectroscopic analysis and, in case of 3, by single-crystal X-ray diffraction. Most of the isolates were tested for their antifungal and antibacterial activities. Ten amides (6–15) showed antifungal activity against Cryptococcus neoformans ATCC 90 113 with IC50 values in the range between 4.7 and 20.0 µg/mL.

19 citations

Journal ArticleDOI
TL;DR: In this paper, asperglaucins A and B (1 and 2) and neoechinulin F (8) were separated from the endolichenic fungus Aspergillus chevalieri SQ-8.
Abstract: Sixteen metabolites, including seven C7-alkylated salicylaldehyde derivatives (1-7) and nine prenylated indole alkaloids (8-16), three of which are new, namely, asperglaucins A and B (1 and 2) and neoechinulin F (8), were separated from the endolichenic fungus Aspergillus chevalieri SQ-8. Asperglaucin A (1) represents an unusual phthalide-like derivative with a benzo[c]thiophen-1(3H)-one scaffold. All compounds were assessed in vitro for antibacterial, antineuroinflammatory, and antioxidant activities. Notably, asperglaucins A and B exhibited potent antibacterial activities against two plant pathogens Pseudomonas syringae pv actinidae (Psa) and Bacillus cereus, with an MIC value of 6.25 μM; further SEM analyses illustrated that the possible bacteriostatic mechanisms for compounds 1 and 2 were to alter the external structure of B. cereus and Psa, and to cause the rupture or deformation of the cell membranes, respectively, and the results suggest that compounds 1 and 2 may serve as potential promising candidates for lead compounds of agrochemical bactericides. Furthermore, compounds 6 and 10 significantly inhibited nitric oxide production with an IC50 value of ca. 12 μM, and the possible anti-inflammatory mechanisms involved were also studied by molecular docking. Finally, the tested phenolics 3-5 showed significant antioxidative effects. Thus, strain SQ-8 represents a novel resource of these bioactive metabolites to be utilized.

18 citations

Journal ArticleDOI
TL;DR: The structures of p Piperbonamides A-F and piperbonins A-C were elucidated based on the analysis of 1D and 2D NMR and MS data and showed weak activity against platelet aggregation.

13 citations

Journal ArticleDOI
Lin-Feng Dai1, Qian Liang1, Tie Liu1, Ming-Yu He1, Ping Zhao1, Wen-Hui Xu1 
TL;DR: This is the first isolation of 8-hydroperoxy tigliane diterpene from the genus of Euphorbia, and all compounds were evaluated for their antifungal activities.

13 citations


Cites methods from "Chemical constituents from Piper wa..."

  • ...Antifungal activity was determined against the pathogenic fungi C. albicans, using the microplate assay methods described in the previous publication (Shi et al. 2015)....

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  • ...albicans, using the microplate assay methods described in the previous publication (Shi et al. 2015)....

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References
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Journal ArticleDOI
TL;DR: Two new diketopiperazine alkaloids have been isolated from the culture broth of the marine-derived fungus Aspergillus sp.
Abstract: A new diketopiperazine alkaloid, golmaenone (1). and related alkaloids, neoechinulin A (2). and L-alanyl-L-tryptophan anhydride (3). have been isolated from the culture broth of the marine-derived fungus Aspergillus sp. The structure and absolute stereochemistry of the new compound (1). was assigned by spectroscopic methods and the advanced Marfey's method. Compounds 1 and 2 exhibited a significant radical scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH) with IC(50) values of 20 and 24 microM, respectively, which are similar to the positive control, ascorbic acid (IC(50), 20 microM). Compounds 1 and 2 also showed an ultraviolet-A (UV-A) (320--390 nm) protecting activity with ED(50) values of 90 and 170 microM, respectively, which are more active than oxybenzone (ED(50), 350 microM) currently being used as sunscreen.

96 citations


Additional excerpts

  • ...…nigaichigoside F1 (4) (Bowen-Forbes et al. 2009), one sterol, sitosterol (5) (Nes et al. 1992), one diketopiperazine alkaloid, neoechinulin A (6) (Li et al. 2004), nine phenolics, flavoglaucin (7) (Yoshihira et al. 1972), 2-(E-3-heptneyl)-3,6-dihydroxy-5-(3methyl-2-butenyl)-benzaldehyde (8)…...

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Journal ArticleDOI
TL;DR: A mechanism for the biogenesis of the C-24 alkyl group in phytosterols is given and the biochemically predictable positions of 13C labels in sitosterol are confirmed.

95 citations


Additional excerpts

  • ...…acid 28-O-b-D-glucopyranoside (3) (Jia et al. 1993), nigaichigoside F1 (4) (Bowen-Forbes et al. 2009), one sterol, sitosterol (5) (Nes et al. 1992), one diketopiperazine alkaloid, neoechinulin A (6) (Li et al. 2004), nine phenolics, flavoglaucin (7) (Yoshihira et al. 1972),…...

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Journal ArticleDOI
TL;DR: Three new compounds, evomeliaefolin, evofolin-A and -B, and 43 known compounds were isolated from the heartwood of Tetradium glabrifolium.

78 citations


Additional excerpts

  • ...…1972), 2-(E-3-heptneyl)-3,6-dihydroxy-5-(3methyl-2-butenyl)-benzaldehyde (8) (Huang et al. 2012), rosalaevin B (9) (Li et al. 2012), evofolin B (10) (Wu et al. 1995), 9-hydroxyeriobofuran (11) (Kokubun et al. 1995), methyl protocatechuate (12) (Xiong et al. 2008), 1-phenylpropane-1,2-diol (13)…...

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Journal ArticleDOI
TL;DR: Two new hydrolysable tannins, alnusjaponins A and B, were isolated from the leaves of Alnus japonica, along with 12 known tannin and related compounds.

56 citations


Additional excerpts

  • ...…(Kokubun et al. 1995), methyl protocatechuate (12) (Xiong et al. 2008), 1-phenylpropane-1,2-diol (13) (Picon et al. 2012), (2 )- epicatechin (14) (Lee et al. 1992) and (þ )-taxifolin (15) (Yadava & Raj 2013), respectively, by comparing their spectroscopic data with reported values in the…...

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Journal ArticleDOI
TL;DR: The role of R. laevigata fruit in the prevention of nephropathy has been investigated in this paper, where 20 compounds were isolated from the fruit, including two new lignans, rosalaevins A and B (1 and 2), and 18 phenolic compounds.

50 citations