Hirtinone, a Novel Cycloartane-Type Triterpene and Other Compounds from Trichilia hirta L. (Meliaceae)

Abstract

Abstract:One novel triterpene cycloartane-type, named hirtinone (1), six protolimonoidsnilocitin (2), dihydronilocitin B (3), melianone epimers (4) and (5), piscidinol A (6) and melianone lactone (7), one tertranortriterpenoid, hirtin (8), and one sesquiterpene, spathulenol (9), were identified in the fruits of Trichilia hirta. The structures were established by 1D and 2D NMR (

New tetranorlabdanoic acid from aerial parts of Salvia aethiopis

“…The structure of isolated compounds II , III and IV were proved by comparing their NMR data with literature, to be sesquiterpene spathulenol (Vieira et al 2013), β -sitosterol and β -sisterol-3-O-glucoside (Rai et al 2006). Ethanolic extract showed moderate to weak activity towards CB1 (37.0% inhibition), Delta (46.3% inhibition) and Kappa (45.3% inhibition) receptors.…”

Preliminary in vitro antimicrobial screening of chemical constituents isolated from the root of Lepleae mayombensis (Meliaceae)

“…Our results represent the first report of isolation of constituents 1-8 from L. mayombensis. Moreover, these compounds have been found in others plants species such as Walsura yunnanensis, Walsura trifoliata (Luo et al, 2000, Vieira et al, 2013, Kai-Long et al, 2014.…”

“…Fractionation of MeOH/DCM root extract of L. mayombensis by column chromatography lead to isolation and purification of eight compounds (1-8 4,8,10,13-pentamethyl,10,11,12,13,15,16,17-octahydro-4H-cyclopent[α] phenanthrene -3,7(8H,9H,10H,14H)-dione (3) (Luo et al, 2000, Vieira et al, 2013, Kai-Long et al, 2014, 8S,9R,10R,11S,13R,17R)-1,6,11-trihydroxy-14,15-epoxy-17-[((2s)-2-hydroxy-5-oxo-2,5-dihydrofurano-3-yl)]-4, 4,8,10,13-pentamethyl-l,10,11,12,13,15, 16, 17-octahydro-4H-cyclopent[α]phenanthrene -3,7(8H,9H,10H ,14H)-dione (4) (Luo et al, 2000, Vieira et al, 2013, Kai-Long et al, 2014; 9,10-cyclopropyl-(3S,5R,8R,13R,14S,17R))-4,4,13,14,17-pentamethyl-l7-((2R,5S,6R)-5,6,7-trihydroxy-6-methylheptan-2-yl)-hexadecahydro-1 H-cyclopentane[α] phenanthrèn-3-ol (5) (Luo et al, 2000, Vieira et al, 2013, KaiLong et al, 2014, steroids yields β-sitosterol (6) (Tagatsing et al, 2011, Rao et al, 2012, Khalijah et al, 2012, Tchouya et al, 2013, stigmasterol (7) (Tagatsing et al, 2011, Rao et al, 2012, Khalijah et al, 2012, Tchouya et al, 2013and stigmasterol 3-O-β-D-glucopyranoside (8) (Tagatsing et al, 2011, Rao et al, 2012, Khalijah et al, 2012, Tchouya et al, 2013. Our results represent the first report of isolation of constituents 1-8 from L. mayombensis.…”

Phragmalin-type limonoids from the roots of Trichilia sinensis

“…8 Rearranged limonoids with three uncommon carbon frameworks (mexicanolide-type, phragmalin-type, and trijugintype) have been found in the Trichilia genus, 7 among which the phragmalin-type and modied phragmalin-type limonoids possess characteristic tricyclo[3.3.1 2,10 .1 1,4 ]decane and bicyclo [5.2.1 4,10 ]decane rings. 7 Trichilia sinensis Bentv., which is a member of the Trichilia genus (Meliaceae) known to be rich in limonoids, [9][10][11][12][13][14][15] triterpenoids, 16,17 diterpenoids 18,19 and steroids, 20,21 is a shrub that is mainly distributed in China and Vietnam 22 of which the fruits, leaves and roots have historically been used as folk medicines to treat abdominal pain caused by Ascaris lumbricoides, chronic osteomyelitis, scabies, eczema, 23 rheumatism and traumatic injury. 24 A previous investigation of the chemical constituents of T. sinensis revealed a series of mexicanolide-type limonoids, 25 whereas phragmalin-type limonoids have never been reported from this species.…”