• Natural Product Sciences
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• v.10 no.5
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• pp.220-222
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• 2004

A new prenylated pyranoxanthone, inophyllin B (1), was isolated from the roots of Calophyllum inophyllum (Guttiferae). Together with this compound was also isolated the known pyranoxanthone brasilixanthone B (2) and two common triterpenes friedelin (3) and sitosterol (4). Structural elucidations of these compounds were achieved through $^1H,\;^{13}C$, DEPT, COSY, HSQC and HMBC experiments. The molecular mass was determined using MS techniques. The crude extract indicated weak toxicity to the larvae of Aedes aegypti. We report here the isolation, structural elucidation and bioassay data for Inophyllin B and brasilixanthone B.

• Archives of Pharmacal Research
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• v.26 no.3
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• pp.207-209
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• 2003

A new unsaturated hydroxy acid was isolated from the stem bark extract of Albizzia julibrissin through repeated silica gel and Sephadex LH-20 column chromatography. The chemical structure of the new acid was determined as (E)-4-hydroxy-dodec-2-enedioic acid on the basis of several spectral data including 2D-NMR. The stereochemical feature of the double bond was determined to be E on the basis of the coupling pattern of related proton signals in the $^1H-NMR$ and COSY experiments.

• Bulletin of the Korean Chemical Society
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• v.34 no.3
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• pp.749-752
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• 2013

Trehalose-tethered monomeric and dimeric berberines were synthesized in 50% and 30% from the reaction of berberrubine with 6-tosyl-${\alpha}$,${\alpha}^{\prime}$-trehalose and 6,6'-ditosyl-${\alpha}$,${\alpha}^{\prime}$-trehalose, respectively, and fully characterized by MS (HR and ESI) and NMR ($^1H$, $^{13}C$, COSY and HSQC). Spectrophotometric and spectrofluorimetric titrations indicated that compared with berberine, trehalose-tethered monomeric berberine had comparable DNA-binding affinity toward calf-thymus DNA, whereas trehalose-spaced dimeric berberine exhibited higher DNA-binding affinity. The potential application of these conjugates is also briefly discussed.

• Natural Product Sciences
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• v.26 no.2
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• pp.176-181
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• 2020

Two new compounds, 3-methyl-but-2-en-1-yl-1-O-β-xylopyranosyl-(1"→2')-O-β-glucopyranoside (1) and 1-O-β-glucopyranosyl-6-hydroxy-2-methyl-hep-2-enoic acid (2), along with sixteen known terpenoids were isolated from the peels of Citrus unshiu Markov. Their structures were elucidated based on extensive NMR analyses (¹H NMR, ¹³C NMR, DEPT, COSY, HMQC, and HMBC) and high-resolution mass spectrometry. In addition, all isolates (1 - 18) were tested their effects on nitric oxide (NO) production in RAW264.7 cells. Limonin (15) showed to inhibit LPS-induced NO production in a concentration-dependent manner without cytotoxicity.

• Journal of Aquaculture
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• v.15 no.3
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• pp.139-143
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• 2002

Saringosterols have been isolated from the sponge Penares incrustans. The structure of these compounds have been determined by extensive 2-D NMR experiments such as $ ^1 H$ COSY, HMQC, and HMBC and by comparison with published data. Assignment for carbons of saringosterols for the first time has been done.

• Ocean and Polar Research
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• v.39 no.2
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• pp.115-124
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• 2017

The objective of this study is to evaluate the antioxidant activity of the fruits of Ligustrum japonicum. The crude extract was successively fractionated into n-hexane, 85% aqueous methanol (85% aq.MeOH), n-butanol (n-BuOH), and water fractions by means of solvent polarity. The crude extract and its solvent fractions were evaluated for their antioxidant effect by four different assay systems: scavenging power on peroxynitrite and intralcellular ROS produced in HT-1080 cells; DNA oxidation inhibition; ferric reducing antioxidant power (FRAP). The n-BuOH fraction exhibiting potent antioxidant activity was further purified by C18 silica gel column chromatography and RP-HPLC to give tyrosol (1) and salidroside (2). The structure of isolated compounds was determined by extensive 2 D NMR experiments such as $^1H$ COSY, NOESY, HSQC and HMBC as well as by comparison with the published spectral data.

• Proceedings of the Korean Society of Postharvest Science and Technology of Agricultural Products Conference
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• 2003.10a
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• pp.134.2-135
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• 2003

지초(Lithospermum efthrorhizon)뿌리는 예로부터 한방약제로 이용되어져 왔으며, 지초 뿌리에 함유된 naphtoquinon계 색소물질인 shikonin은 항암, 항균, 항바이러스, 항염증 등의 효과가 있다고 보고되었다. 그러나 지초뿌리에 함유된 기능성 물질에 관한 연구는 미비한 실정이다. 이에 본 연구에서는 지초뿌리에서 기능성 물질의 탐색 및 기능성 해명연구를 위하여 지초뿌리를 ethanol로 추출한 후 이 추출물을 n-hexane, EtOAc, MeOH로 순차적으로 추출하여 MeOH추출물을 얻었다. 이 MeOH추출물을 silica gel adsorption column chromatography, ODS column chromatography, Sephadex LH-20 column chromatography로 순차 정제한 후 Shodex Asahipak column을 이용한 GPC-HPLC에 의해 활성 물질을 분리하였다. 분리된 물질들은 1H-NMR, 13C-NMR, COSY, HSQC, HMBC, FAB-MS 등의 기기분석을 통해 당 관련 화합물인 것으로 판명되었다.

• Archives of Pharmacal Research
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• v.18 no.1
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• pp.41-43
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• 1995

The linkage pattem of two side chains i.e., a isopentenyl and a lavandulyl group in kushenol M(I), a flavonoid from Sophora flavescens was established by the aid of 2-D NMR techniques, especially DEPT, ${13}C-^1H$ COSY and COLOC experiments. Thus, I was unequivocally determined as (2R, 3R)-5, 7, 2', 4'-tetrahydroxy-6-isopentenyl-8-lavandulyflavanonol.

• Bulletin of the Korean Chemical Society
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• v.28 no.6
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• pp.990-994
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• 2007

Bioassay-guided fractionation of the MeOH extract from the sponge Discodermia calyx collected off the coast of Jeju Island, South Korea, led to the isolation of a polyketide, icadamide C (1), along with previously reported theopederin K (3). Structure elucidation was performed by a combination of high resolution mass and 2D-NMR (principally COSY, HMBC, HSQC, and NOESY) spectroscopy. Stereochemistry of compound 1 was determined as 2R*, 3R*, 6R*, 10S*, 11S*, 12R*, 13S*, 15R* and 2'S by NMR data and Marfey analysis. Isolated metabolites displayed potent cytotoxic activity against a small panel of five human solid tumor cell lines with ED50 values of less than 0.1 μg/mL.

• Natural Product Sciences
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• v.22 no.1
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• pp.41-45
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• 2016

Extraction and fractionation of Pulsatilla koreana flowers followed by, repeated open column chromatography for EtOAc and n-BuOH fractions yielded four flavonoid glycosides, namely, astragalin (1), tiliroside (2), buddlenoide A (3), and apigenin-7-O-(3"-E-p-coumaroyl)-glucopyranoside (4). The chemical structures of these flavonoid glycosides were elucidated on the basis of various spectroscopic methods including electronic ionization mass spectrometry (EI-MS), 1D NMR ($^1H$, $^{13}C$, DEPT), 2D NMR (gCOSY, gHSQC, gHMBC), and infrared (IR) spectrometry. This study represents the first report of the isolation of the flavonoid glycosides from the flowers of P. koreana.