Antitumor Plants. X. Constituents of Nectandra rigida

Quesne, Philip W. Le; Larrahondo, J E; Raffauf, Robert F.

doi:10.1021/np50009a006

Cited by 59 publications

(44 citation statements)

References 13 publications

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“…Several investigations have demonstrated the biological activity of certain species of this family, e.g., antitumor activity of N. rigida (H.B.K.) Nees, 2 anti-inflammatory activity of N. falcifolia (Nees) Castiglioni ex Martinez C. & Piccinini 3 and antimalarial activity of N. cuspidate Nees & Mart. and N. salicifolia (H.B.K.)…”

Section: Introductionmentioning

confidence: 99%

Chemical composition of volatile oils from leaves of Nectandra megapotamica Spreng. (Lauraceae)

Romoff¹,

Ferreira²,

Padilla³

et al. 2010

Quím. Nova

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Recebido em 2/9/09; aceito em 14/1/10; publicado na web em 23/4/10The volatile oils from Nectandra megapotamica Spreng. leaves, collected in February and August of 2007 and at 7:00 and 12:00 h (samples A -D), were extracted by hydrodistillation and the chemical composition was analyzed by GC-FID and GC/MS. A total of nineteen compounds were identified with predominance of oxygenated sesquiterpenes, among them, a-bisabolol, was the main constituent (62.3-69.4 %). After chromatographic separation procedures, this compound was purified from crude oil and its structure was confirmed by analysis of NMR data. This paper describes for the first time the composition of the leaves volatile oil from N. megapotamica.

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Section: Introductionmentioning

confidence: 99%

Chemical composition of volatile oils from leaves of Nectandra megapotamica Spreng. (Lauraceae)

Romoff¹,

Ferreira²,

Padilla³

et al. 2010

Quím. Nova

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“…In this paper, we report the neurotrophic effects of these 2,5-diaryl-3,4-dimethyltetrahydrofuran neolignans (2-7) for comparison with 1, the neuroprotective effects of neolignans (1-7) against Ab [25][26][27][28][29][30][31][32][33][34][35] -induced cell death in primary cultured rat hippocampal neurons, 15) as well as against cell death induced by 1-methyl-4-phenylpyridinium ion (MPP ϩ ), a neurotoxin used in the cellular model for Parkinson's disease. 16) 17) and its analogues, veraguensin (2), 18) galgravin (3), 19) aristolignin (4), 19) nectandrin A (5), 20) isonectandrin B (6), 20) and nectandrin B (7), 20) were isolated from a methanol extract of the root of A. arcuata as previously described. 14) Their structures were elucidated by extensive analyses of IR, MS, 1 H-, and 13 C-NMR spectra and identified by spectral data and specific rotations in the literature.…”

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confidence: 99%

“…14) Their structures were elucidated by extensive analyses of IR, MS, 1 H-, and 13 C-NMR spectra and identified by spectral data and specific rotations in the literature. [17][18][19][20] Cell culture medium and supplements were from Gibco BRL Co. Ltd. (NY, U.S.A.). Cell culture plates were purchased from Iwaki (Chiba, Japan).…”

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confidence: 99%

Neuroprotective Effects of 2,5-Diaryl-3,4-dimethyltetrahydrofuran Neolignans

Zhai

Inoue

Moriyama

et al. 2005

Biological & Pharmaceutical Bulletin

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We previously reported the neurotrophic effects of talaumidin (1) from Aristolochia arcuata MASTERS. In the present study, we compared the neurotrophic and neuroprotective effects of six other 2,5-diaryl-3,4-dimethyltetrahydrofuran neolignans isolated from the same plant, veraguensin (2), galgravin (3), aristolignin (4), nectandrin A (5), isonectandrin B (6), and nectandrin B (7), with compound 1 in primary cultured rat neurons. Compounds 3-7 promoted neuronal survival and neurite outgrowth, among which compounds 6 and 7 showed neurotrophic activity comparable with that of 1.

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“…Then, methylene chloride extract, which showed stronger inhibitory activity on topoisomerase I than the other extracts (Table 1), was repeatedly subjected to both silica gel and reverse-phase gel to afford ten lignans (1)(2)(3)(4)(5)(6)(7)(8)(9)(10). By comparison of their 1 H-and 13 C-NMR spectra, MS data, and optical rotation with reported values, their structures were characterized as machilin A (1), 9) erythro-austrobailignan-6 (2), 21,22) meso-monomethyl dihydroguaiaretic acid (3), 23) meso-dihydroguaiaretic acid (4), 24) galbacin (5), 26) machilin F (6), 10) nectandrin A (7), 10,27) nectandrin B (8), 10) (Ϫ)-acuminatin (9) 28) and (7S,8S)-7-(4-hydroxy-3-methoxyphenyl)-1Ј-formyl-3Ј-methoxy-8-methyldihydrobenzofuran (10). 29) Among these lignans described, 2 and 10 were isolated for the first time from this Lauraceae family of the plant kingdom.…”

Section: Resultsmentioning

confidence: 99%

Lignans from the Bark of Machilus thunbergii and Their DNA Topoisomerases I and II Inhibition and Cytotoxicity

Lee

Woo

et al. 2004

Biological & Pharmaceutical Bulletin

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DNA topoisomerases are enzymes involved in the relaxation of DNA during a number of critical cellular processes, including replication, recombination and transcription by transiently breaking one or two strands of DNA, passing a single-or double-stranded DNA through the break, and finally resealing the breaking.1-3) Currently, only a camptothecin (CPT) family of compounds as DNA topoisomerase I-directed drugs has been introduced into the clinic to date, 4,5) though many topoisomerase II-directed drugs have been in clinical use for many years.6) DNA topoisomerases have been established as important molecular targets for anticancer drugs.7) During our search for new DNA topoisomerase inhibitors from natural products by activity-guided fractionation, several solvent extracts of more than 100 Korean folk medicines were screened for their DNA topoisomerase I inhibitory activities. Among them, the CH 2 Cl 2 extract of the bark of M. thunbergii showed strong DNA topoisomerase I inhibitory activity (94.1% inhibition at 25 mg/ml), and was subjected to the isolation of compounds with DNA topoisomerase inhibitory activity from the CH 2 Cl 2 extract of the bark of M. thunbergii.The bark of M. thunbergii has been used as a folk medicine for the treatment of leg oedema, abdominal pain and abdominal distension in Korea. 11,19) and inhibitory activity on nitric oxide synthesis in activated macrophages. 16) In this study, we isolated ten lignans from the bark of the M. thunbergii, and investigated their DNA topoisomerases I and II inhibitory effects and cytotoxicity. MATERIALS AND METHODS General ProceduresOptical rotations were measured using a JASCO DIP-1000 (Tokyo, Japan) automatic digital polarimeter. The NMR spectra were recorded on a Bruker 250 MHz (DMX 250) spectrometer using Bruker's standard pulse program. Samples were dissolved in CDCl 3 -d 1 or CD 3 OD-d 4 , and chemical shifts were reported in ppm downfield from TMS. FAB-MS spectra were measured with a VG TRIO 2A mass spectrometer. Stationary phases for column chromatography (Silica gel 60, 70-230 and 270-400 mesh and Lichroprep RP-18 gel, 40-63 mm, Merck) and TLC plates (Silica-gel 60 F 254 and RP-18 F 254 , Merck) were purchased from Merck KGaA (Darmstadt, Germany). Spots were detected under UV radiation and by spraying with 10% H 2 SO 4 , followed by heating. The camptothecin (CPT) and etoposide were purchased from Sigma Chemical Co. (St. Louis, MO, U.S.A.). Supercoiled pBR 322 plasmid DNA and calf thymus topoisomerase I were purchased from MBI Fermentas, Inc. (Hanover, MD, U.S.A.). The human topoisomerase II was purchased from TopoGEN, Inc. (Columbus, OH, U.S.A.). All other chemicals and solvents were of analytical grade, and used without further purification.Plant Material The bark of M. thunbergii was purchased in September 1999 from a folk medicine market, "Yak-ryong-si" in Daegu, Republic of Korea. These materials were confirmed taxonomically by Professor Gi-Hwan Bae, of Chungnam National University, Taejeon, Republic of Korea. A voucher specimen has been de...

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Antitumor Plants. X. Constituents of Nectandra rigida

Cited by 59 publications

References 13 publications

Chemical composition of volatile oils from leaves of Nectandra megapotamica Spreng. (Lauraceae)

Chemical composition of volatile oils from leaves of Nectandra megapotamica Spreng. (Lauraceae)

Neuroprotective Effects of 2,5-Diaryl-3,4-dimethyltetrahydrofuran Neolignans

Lignans from the Bark of Machilus thunbergii and Their DNA Topoisomerases I and II Inhibition and Cytotoxicity

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