Mumic acids A–E: new diterpenoids from mumiyo

Kiren, Yuko; Nugroho, Alfarius Eko; Hirasawa, Yusuke; Shirota, Osamu; Bekenova, Myrzaim; Narbekovich, Narbekov Omorbay; Shapilova, Marina; Maeno, Hiromichi; Morita, Hiroshi

doi:10.1007/s11418-013-0771-2

Cited by 5 publications

(3 citation statements)

References 14 publications

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“…The relative configuration of 10 was determined to be the same as that of 9 based on their similar NOESY data. The structure of 10 was determined as depicted and is a C-3 epimer of a known analogue mumic acid A [17]. The similar specific rotations and circular dichroism (CD) spectra of 9 and 10 confirmed the same absolute configuration of both 9 and 10 ( Figure 5), and compound 10 was named 3β-acetoxy-agathic acid.…”

Section: Compoundmentioning

confidence: 92%

Terpenoids from the Deep-Sea-Derived Fungus Penicillium thomii YPGA3 and Their Bioactivities

et al. 2020

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A chemical study of the ethyl acetate (EtOAc) extract from the deep-sea-derived fungus Penicillium thomii YPGA3 led to the isolation of a new austalide meroterpenoid (1) and seven known analogues (2−8), two new labdane-type diterpenoids (9 and 10) and a known derivative (11). The structures of new compounds 1, 9, and 10 were determined by comprehensive analyses via nuclear magnetic resonance (NMR) and mass spectroscopy (MS) data. The absolute configurations of 1, 9, and 10 were determined by comparisons of experimental electronic circular dichroism (ECD) with the calculated ECD spectra. Compound 1 represented the third example of austalides bearing a hydroxyl group at C-5 instead of the conserved methoxy in other known analogues. To our knowledge, diterpenoids belonging to the labdane-type were discovered from species of Penicillium for the first time. Compound 1 showed cytotoxicity toward MDA-MB-468 cells with an IC50 value of 38.9 μM. Compounds 2 and 11 exhibited inhibition against α-glucosidase with IC50 values of 910 and 525 μM, respectively, being more active than the positive control acarbose (1.33 mM).

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Section: Compoundmentioning

confidence: 92%

Terpenoids from the Deep-Sea-Derived Fungus Penicillium thomii YPGA3 and Their Bioactivities

et al. 2020

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“…The plants of this genus have been reported to produce limonoids, dammarane, tirucallane and apotirucallane triterpenoids [2][3][4][5][6][7]. In our search for new bioactive compounds [8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26][27], we have reported the isolation of new limonoids and triterpenoids from plants of this genus [3,4,19], and alkaloids showing antimalarial activity [22,26,27]. Continuation of the bioassay-guided investigation on the extract of W. chrysogyne bark led to the isolation of eight new limonoids, walsogynes H-O (1)(2)(3)(4)(5)(6)(7)(8) showing antimalarial activity (Fig.…”

Section: Introductionmentioning

confidence: 99%

Walsogynes H–O from Walsura chrysogyne

et al. 2021

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Eight new limonoids, walsogynes H-O (1-8) were isolated from the barks of Walsura chrysogyne, and their structures were determined on the basis of the 1D and 2D NMR data. Walsogynes H-M (1-6) and O (8) were concluded to be 11,12-seco limonoids with a dodecahydro-1H-naphtho[1,8-bc:3,4-c′]difuran skeleton, and walsogyne N (7) to be 11,12-seco limonoid sharing a unique dodecahydronaphtho [1,8-bc:5,4-b′c′]difuran skeleton. Walsogynes H-O (1-8) exhibited potent antimalarial activity against

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“…Plants of the genus Leontice or Gymnospermium have been known to contain quinolizidine alkaloids, benzylisoquinoline alkaloids, and triterpene saponins, and some activity such as antioxidant, anticholinesterase, and anti-inflammatory have also been reported [1][2][3][4]. In our research for structurally and biologically interesting natural products [5][6][7], we isolated a new benzylisoquinoline alkaloid, lincangenine-4--D-glucopyranoside (1, Figure 1a), from the roots of L. altaica, together with five known alkaloids, tembetarine [8], magnoflorine [9], N-methylcytisine, Nmethyllaudanidine [10], and oblongine [11].…”

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confidence: 99%