Artoindonesianin L, a new prenylated flavone with cytotoxic activity from Artocarpus rotunda

Suhartati, Tati; Achmad, Sjamsul A.; Aimi, Norio; Hakim, Euis H.; Kitajima, Mariko; Takayama, Hiromitsu; Takeya, Koichi

doi:10.1016/s0367-326x(01)00343-4

Cited by 48 publications

(37 citation statements)

References 9 publications

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“…The other isoprenyl group (d 3.65, 5.41, 1.76 and 1.84) can be located at C-7 of the 2-arylbenzofuran moiety in order to accommodate the ortho-disposed protons at d 6.81 and 7.29 (J 4,5 =8.3 Hz). These 1 H NMR data and HMBC correlations were in agreement with the structure of artoindonesianin X (58).…”

Section: Artocarpus Fretessi Hassksupporting

confidence: 84%

“…Artoindonesianin Y (59) was shown to have a molecular formula of C 24 H 32 O 4 by HREIMS as expected for a didehydro derivative of artoindonensianin X (58). 1 H NMR spectrum was very similar to that of artoindonesianin X (58), except for the absence of the signals attributable to the isoprenyl group at C-7, and the presence of a dimethylchromene moiety.…”

Section: Artocarpus Fretessi Hasskmentioning

confidence: 71%

“…These compounds included a new 3-geranylflavone derivative, artoindonesianin L (47), the known artonin M (48) and the new quinonodihydrobenzoxanthone derivative, artonin O (49) (Fig. 17), together with cycloartobiloxanthone (35) and artonin E (45) [58][59][60].…”

Section: Artocarpus Rotunda (Hout) Panzermentioning

confidence: 99%

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Prenylated flavonoids and related compounds of the Indonesian Artocarpus (Moraceae)

et al. 2006

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Several species of the genus Artocarpus (Moraceae) have been investigated in our laboratories during the last decade. Over 60 phenolic constituents have been discovered and characterized, including 27 new compounds from 13 Indonesian taxa of Artocarpus, namely A. champeden, A. lanceifolius, A. teysmanii, A. scortechinii, A. rotunda, A. maingayi, A. kemando, A. bracteata, A. altilis, A. fretessi, A. gomezianus, A. reticulatus and A. glaucus. The principal and the most pronounced features of these phenolic constituents are the assembly of an isoprenyl substituent at C-3 of a flavone skeleton by closure of an ether bridge or a carbon-carbon linkage with the B ring of the skeleton, which may further rearrange into xanthone to produce various classes of natural products. The structures of the new and unusual natural products are presented. Many of the metabolites also exhibit cytotoxic effect against murine leukemia P388 cells.

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Section: Artocarpus Fretessi Hassksupporting

confidence: 84%

Section: Artocarpus Fretessi Hasskmentioning

confidence: 71%

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Prenylated flavonoids and related compounds of the Indonesian Artocarpus (Moraceae)

et al. 2006

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“…The results demonstrated that the methanolic extract displayed preferential cytotoxicity against PANC-1 cells in NDM condition at 50 μg/mL, while compounds 40,42,43,45,49,50,53 (Fig. 2) showed preferential cytotoxicity in NDM without apparent toxicity in DMEM condition.…”

Section: Antiausterity Activity Of Prenylated Dihydrochalconesmentioning

confidence: 94%

Prenylated Dihydrochalcones from Artocarpus altilis as Antiausterity Agents

Nguyen

Awale

2015

Mechanism of the Anticancer Effect of Phytochemicals

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“…Panzer, one of endemic species in Indonesia, obtained from Hutan Raya Bengkulu, has been isolated prenylated flavone, artonin E as well as three xanthone derivatives, artonin O, artonin M and cycloartobiloxanthone, and a geranilated flavone, artoindonesianin L 1 . A. rigida is part of Artocarpus plant which is also endemic in Indonesia, so the chemistry research about this plant is still interesting.…”

Section: Introductionmentioning

confidence: 99%