2017
DOI: 10.1016/j.tet.2017.06.016
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Total syntheses of the aromatase inhibitors, mammeasins C and D, from Thai medicinal plant Mammea siamensis

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Cited by 12 publications
(14 citation statements)
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“…Previous chemical studies on the flowers (Kaweetripob et al, 2000;Prachyawarakorn et al, 2000Prachyawarakorn et al, , 2006aMahidol et al, 2002;Morikawa et al, 2012;Ninomiya et al, 2016), seeds (Laphookhieo et al, 2006(Laphookhieo et al, , 2007, twigs (Poobrasert et al, 1998;Prachyawarakorn et al, 2006a,b), and bark (Ngo et al, 2010) of M. siamensis reported on the isolation of several coumarins and xanthones, etc. With regard to the biological studies on M. siamensis and its constituents, cytotoxicity, antiproliferative, and apoptotic effects against several tumor and cancer cell lines (Ngo et al, 2010;Tung et al, 2013;Noysang et al, 2014;Uto et al, 2016;Sangkaruk et al, 2017), suppressive effects on inducible nitric oxide synthase expression in RAW264.7 cells (Morikawa et al, 2012), and aromatase inhibitory activity (Ninomiya et al, 2016;Tanabe et al, 2017) have been reported. Further separation of the constituents in the extract resulted in the isolation of three geranylated coumarins, kayeassamin I (1) and mammeasins E (2) and F (3).…”
Section: Introductionmentioning
confidence: 99%
“…Previous chemical studies on the flowers (Kaweetripob et al, 2000;Prachyawarakorn et al, 2000Prachyawarakorn et al, , 2006aMahidol et al, 2002;Morikawa et al, 2012;Ninomiya et al, 2016), seeds (Laphookhieo et al, 2006(Laphookhieo et al, , 2007, twigs (Poobrasert et al, 1998;Prachyawarakorn et al, 2006a,b), and bark (Ngo et al, 2010) of M. siamensis reported on the isolation of several coumarins and xanthones, etc. With regard to the biological studies on M. siamensis and its constituents, cytotoxicity, antiproliferative, and apoptotic effects against several tumor and cancer cell lines (Ngo et al, 2010;Tung et al, 2013;Noysang et al, 2014;Uto et al, 2016;Sangkaruk et al, 2017), suppressive effects on inducible nitric oxide synthase expression in RAW264.7 cells (Morikawa et al, 2012), and aromatase inhibitory activity (Ninomiya et al, 2016;Tanabe et al, 2017) have been reported. Further separation of the constituents in the extract resulted in the isolation of three geranylated coumarins, kayeassamin I (1) and mammeasins E (2) and F (3).…”
Section: Introductionmentioning
confidence: 99%
“…Fractions 11 and 12 of the B. veronense extract (hexane–Et 2 O = 6:1, v/v, 99 mg in total) were subsequently isocratically (hexane–Et 2 O = 7:1, v/v) chromatographed on a longer silica gel column giving pure 7 (19 mg) and 8 (5 mg). Fraction 25 (EtOAc–MeOH = 9:1, v/v) of the original dry-flash chromatography was pure 9 (58 mg), while fraction 24, after being rechromatographed on Sephadex LH-20 (isocratic, CHCl 3 –MeOH = 1:1, v/v), yielded pure minute samples (less than a milligram) of 9a and 9b , as well as the lignans isoyatein (11 mg), and lariciresinol (3 mg) …”
Section: Methodsmentioning
confidence: 99%
“…Inhibitory assay against human recombinant aromatase was performed as described previously [ 28 , 29 ].…”
Section: Methodsmentioning
confidence: 99%