Two phenolic constituents from Alpinia galanga rhizomes

Barik, B. R.; Kundu, Amit; Dey, Amitabha

doi:10.1016/s0031-9422(00)81779-3

Cited by 44 publications

(22 citation statements)

References 2 publications

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“…Replacement of the MDP ring by either ethylenedioxyphenyl, 3-methoxy-4-benzyloxyphenyl, 4-methoxyphenyl, 3,4-dimethoxyphenyl, 3,4,5-trimethoxyphenyl and 2,2-dimethyl-3,4-dihydrobenzopyran produced compounds (8,18,22,24,27 and 29) which in general did not in¯uence the inducible AHH while the constitutive one exhibited poor sensitivity compared to strong inhibition elicited by piperine. The inhibitory eect in general was remarkably reduced from null eect in the inducible form to a moderate inhibition in the constitutive enzyme.…”

Section: Structure±activity Relationship Of Substituted Phenylpentadimentioning

confidence: 98%

Structure–activity relationship of piperine and its synthetic analogues for their inhibitory potentials of rat hepatic microsomal constitutive and inducible cytochrome P450 activities

Koul

Taneja

et al. 2000

Bioorganic & Medicinal Chemistry

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AbstractÐInhibitors of drug metabolism have important implications in pharmaco-toxicology and agriculture. We have reported earlier that piperine, a major alkaloid of black and long peppers inhibits both constitutive and inducible cytochrome P450 (CYP)-dependent drug metabolising enzymes. In the present study, an attempt has been made to prepare several novel synthetic analogues so as to relate various modi®cations in the parent molecule to the inhibition of CYP activities. Two types of mono-oxygenase reactions arylhydrocarbon hydroxylase (AHH) and 7-methoxycoumarin-O-demethylase (MOCD) have been studied. Inhibition studies were investigated in rat microsomal fraction prepared from untreated, 3MC-and PB-treated rat liver in vitro. Modi®ca-tions were introduced into the piperine molecule: (i) in the phenyl nucleus, (ii) in the side chain and (iii) in the basic moiety. Thus, 38 compounds have been subjected to such studies, and simultaneously an attempt has also been made to arrive at the structure± activity relationship of synthetic analogues. In general, most of the inhibitory potential of the parent molecule is lost with modi®cation in either of the three components of piperine. Saturation of the side chain resulted in signi®cantly enhanced inhibition of CYP while modi®cations in the phenyl and basic moieties in few analogues oered maximal selectivity in inhibiting either constitutive or inducible CYP activities. Thus few novel analogues as CYP inactivators have been synthesized which may have important consequences in pharmacokinetics and bioavailability of drugs. #

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Section: Structure±activity Relationship Of Substituted Phenylpentadimentioning

confidence: 98%

Structure–activity relationship of piperine and its synthetic analogues for their inhibitory potentials of rat hepatic microsomal constitutive and inducible cytochrome P450 activities

Koul

Taneja

et al. 2000

Bioorganic & Medicinal Chemistry

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“…19 From the roots of Alpinia galanga some endophyticactinomycetes (120) has isolated. Based on the morphology and amino acid composition of the whole-cell extracts the identification of these endophytes has done.…”

Section: Taxonomymentioning

confidence: 99%

A Review on Phytochemical and Pharmacological Potential of Alpinia galanga

Chouni¹,

Paul²

2017

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Introduction:From the ancient Vedic era, green plants are being used for their medicinal properties to treat several diseases. Green plants represent a big source of bioactive compounds. Alpinia galanga (Linn.) of Zingiberaceae family is one amongst those medicinally important plants. Different parts of the plant are used in the treatment of many diseases for its anti-fungal, anti-tumour, antimicrobial, anti-inflammatory, anti-diabetic, antioxidant, antiulcer and many other properties. Several active compounds such as 1'S-1'-acetoxychavicol acetate, 1'S-1'-acetoxyeuginol acetate, 1, 8-cineol, α-fenchyl acetate, β-farnesene, β-bisabolene, α-bergamotene, β-pinene, β-Sitosteroldiglucoside (AG-7), β-sitsteryl Arabinoside (AG-8), 1'-acetoxychavicol acetate (galangal acetate), p-hydroxycinnamaldehyde has been extracted from the plant. Methods: Relevant information was collected from scientific journals, books, and reports via electronic search using Medline, PubMed, Science Direct and Scopus. Results: This review provides a comprehensive report on Alpinia galanga having anti-proliferative, apoptotic, anti angiogenic as well as cytotoxic efficacy and their mode of action in vitro as well as in vivo condition. Conclusion: Considering the ability of the golden treasure present in Alpinia galanga, this review is aimed to summarize the information of the chemical constituents, pharmacological and therapeutic effects of the plant.

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“…The HMBC correlations of methylene protons at d 4.09 (CH 2 -10Ј) with C-9Ј (d 175.4) and CH 3 -10 (d 3.75) with C-9 (d 170.3) confirmed that the nbutyl ester was connected with C-9Ј. Thus the structure of 3 was assumed to be 3-p-n-butyldihydrocoumaroyloxy methylp-coumarate and named as spiraformin C. In addition, spiraeaine A (5), 27) b-sitosterol (6), 27) bakuchiol (7), 27) glutinol (8), 27) b-amyrin (9), 23) b-sitosterone (10), 28) mixture of b-sitosterol (6) and stigmasterol (11), 27) methyl vanillate (12), 29) methyl ferulate (13), 30) ethyl p-hydroxy-trans-cinnamate (14), 31) ethyl ferulate (15), 32) agrimonolide (16), 33) aurantiamide acetate (17), 34) b-sitosteryl glucoside (18), 27) nonadecyl ferulate (19), 27) nonadecyl-3-(4-hydroxyphenyl)propionate (20), 35) uridine (21), 36) 3-O-b-Dglucoside-p-vanillic acid (22), 37) vanillic acid (23), 26) p-hydroxybenzoic acid (24), 38) veratric acid (25), 38) syringic acid (26), 39) 3-O-b-D-glucoside-4Ј,5-dihydroxystilbene (27), 40) p-hydroxybenzaldehyde (28), 27) 42) p-coumaric acid (34), 42) 3,4Ј,5-trihydroxystilbene (35), 26) p-hydroxycinnamaldehyde (36), 43) quercetin (37), 42) (ϩ)-5,7-dihydroxy-2-(3Ј,4Ј-methylenedioxyphenyl)chroman-4-one (38), 44) and N,N-dimethyladenine (39) 45) were also identified by comparison of their physical and spectral data with those reported in the literature.…”

Section: H 26 O 6 As Determined By Hr-ei-ms ([M]mentioning

confidence: 99%

New Neolignans from Spiraea formosana

Hwang

Kuo

et al. 2004

CHEMICAL & PHARMACEUTICAL BULLETIN

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Spiraea formosana HAYATA is an endemic shrub of Rosaceae distributed widely in high altitudes of forests in central Taiwan. 1) The young leaves, fruits and roots of Spiraea species have been used as diuretic, detoxicant, and analgesic agents and for the treatment of inflammation, cough, headache and toothache in traditional Chinese medicine. 2,3)Roots of Spiraea species are also known to use traditionally for the treatments of malaria, fever and emetic conditions.

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Two phenolic constituents from Alpinia galanga rhizomes

Cited by 44 publications

References 2 publications

Structure–activity relationship of piperine and its synthetic analogues for their inhibitory potentials of rat hepatic microsomal constitutive and inducible cytochrome P450 activities

Structure–activity relationship of piperine and its synthetic analogues for their inhibitory potentials of rat hepatic microsomal constitutive and inducible cytochrome P450 activities

A Review on Phytochemical and Pharmacological Potential of Alpinia galanga

New Neolignans from Spiraea formosana

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