Marianins A and B, Prenylated Phenylpropanoids from <i>Mariannaea camptospora</i>

Fukuda, Takao; Sudoh, Yuri; Tsuchiya, Y.; Okuda, Tôru; Fujimori, Fumihiro; Igarashi, Yasuhiro

doi:10.1021/np200035m

Cited by 20 publications

(12 citation statements)

References 16 publications

(15 reference statements)

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“…The NMR data (Table 2) suggested that the structure of compound 5 was likely an amino-acid ester, which was similar to that of asperphenamate (Fukuda et al 2011). The difference between the two compounds was that an additional hydroxyl group was located at 5 .…”

Section: Resultsmentioning

confidence: 59%

“…Its molecular formula was determined to be C 16 H 18 O 6 with m/z 307.1172 [M + H] + (calcd for C 16 H 19 O 6 , 307.1176) based on HR-ESI-MS data. Analyses of the 1 H, 13 C NMR data (Table 1) and HSQC spectra of 7 indicated that it belongs to isopentenylcoumarin (Fukuda et al 2011), which was bearing substituent groups of methylol, methoxy, and hydroxyl. The prenyloxy group was attached to C-5 by the analysis of HMBC correlations (Figure 3) from H 2 -11 to C-5 (δ 149.2).…”

Section: Resultsmentioning

confidence: 99%

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Chemical diversity from the Tibetan Plateau fungi Penicillium kongii and P. brasilianum

Liu

et al. 2017

Mycology

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Two new secondary metabolites, kongiilines A and B (1, 7), and two asperphenamate derivatives, asperphenamates B and C (5–6), together with 16 known compounds (2–4, 8–20), were isolated from Tibetan Plateau fungi Penicillium kongii and Penicillium brasilianum. This is the first report on asperphenamates B and C as naturally occurring compounds, and that aspterric acid is isolated from P. brasilianum for the first time. Their structures were elucidated by different spectroscopic techniques including high-resolution electrospray ionisation mass spectrum, 1D nuclear magnetic resonance (NMR), and 2D NMR as well as electronic circular dichroism. Compounds 4, 5, and 10 exhibited cytotoxicity activities against human colon carcinoma HCT116 cell line with IC50 values of 88.16, 77.68, and 36.92 μM, respectively. Fungi from Tibetan Plateau represent important and rich resources for the investigation of new chemicals.

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Section: Resultsmentioning

confidence: 59%

Section: Resultsmentioning

confidence: 99%

Chemical diversity from the Tibetan Plateau fungi Penicillium kongii and P. brasilianum

Liu

et al. 2017

Mycology

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“…[1][2][3][4] They show diverse biological and pharmacological activities ranging from antimicrobial, anti-arrhythmic, antitumor, antifungal, anti-HIV, anti-osteoporosis to anti-inflammatory. [5][6][7][8][9][10][11][12] Apart from their pharmaceutical applications, [13][14] coumarins have been used as additives in foods, perfumes and cosmetics as well as in the preparation of optical brighteners, laser dyes, fluorescent labels and nonlinear optical chromophores.…”

Section: Introductionmentioning

confidence: 99%

Facile iron(III) chloride hexahydrate catalyzed synthesis of coumarins

Prateeptongkum¹,

Duangdee²,

Thongyoo³

2015

Arkivoc

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“…Antimicrobial assay 16 and cytotoxic assay 17 were carried out according to the procedures previously described.…”

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confidence: 99%

Nomimicin, a new spirotetronate-class polyketide from an actinomycete of the genus Actinomadura

et al. 2012

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Nomimicin (1), a new spirotetronate-class polyketide, was isolated from the culture broth of an actinomycete of the genus Actinomadura. Its structure was established by spectroscopic methods, and the absolute configuration was determined by a combination of NOESY experiment, J-based configuration analysis and the modified Mosher method. Nomimicin (1) showed antimicrobial activity against Micrococcus luteus, Candida albincans and Kluyveromyces fragilis. Keywords: Actinomadura; polyketide; spirotetronate INTRODUCTION Microbial secondary metabolites have been the most productive source of small molecules for the development of drugs. 1 Almost a half of the known microbial bioactive compounds are derived from actinomycetes, and specifically Streptomyces accounts for more than 70% of the actinomycete-derived metabolites. 2 Among the nonStreptomyces species, Micromonospora is the leading producer of secondary metabolites, including polyketides, peptides and glycosides, whereas Actinomadura is known as a producer of chemically and biologically unique polyketides such as antitumor enediynes, 3 mannose-binding quinone glycosides with antifungal and anti-HIV activities 4 and anticoccidial polyethers, 5 accounting for up to 350 compounds reported as of 2005. 2 During our continuing investigation on the metabolites from actinomycetes of nonStreptomyces group, 6,7 a new spirotetronate antibiotic of polyketide origin, nomimicin (1, Figure 1), was isolated from the culture extract of Actinomadura sp. TP-A0878. In this paper, we describe the isolation, structural determination and biological properties of 1.

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Marianins A and B, Prenylated Phenylpropanoids from Mariannaea camptospora

Cited by 20 publications

References 16 publications

Chemical diversity from the Tibetan Plateau fungi Penicillium kongii and P. brasilianum

Chemical diversity from the Tibetan Plateau fungi Penicillium kongii and P. brasilianum

Facile iron(III) chloride hexahydrate catalyzed synthesis of coumarins

Nomimicin, a new spirotetronate-class polyketide from an actinomycete of the genus Actinomadura

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