Scorazanone, a 1-aza-anthraquinone from Goniothalamus scortechinii

New Cytotoxic 1-Azaanthraquinones and 3-Aminonaphthoquinone from the Stem Bark of Goniothalamus marcanii

“…Our preliminary screening of the methanolic extract of the bark revealed its strong toxicity in the brine shrimp lethality test (BST) with LD 50 = 3.1 μg/mL and also showed cytotoxicity against human tumor cell lines (HTCL), A-549 (lung carcinoma), HT-29 (colon adenocarcinoma), MCF7 (breast carcinoma), RPMI (melanoma), and U251 (brain carcinoma) with ED 50 about 1 μg/mL. Most of previous phytochemical investigations of the genus Goniothalamus demonstrated the presence of several groups of natural chemicals, including 1-azaanthraquinones, tetrahydrofuran acetogenins, − aporphine alkaloids, − and styryllactones. − However, no chemical and biological studies on this species have been reported to date. In this paper, we report the isolation, structure elucidation, and cytotoxicity of five new compounds found in this plant : 1-azaanthraquinones, marcanines B−E ( 3 − 6 ) and 5-hydroxy-3-amino-2-aceto-1,4-naphthoquinone ( 7 ), and the two known 1-azaanthraquinones, marcanine A ( 1 ) and dielsiquinone ( 2 ).…”

Goniothalamus: Phytochemical and Ethnobotanical Review

“…Goniothalamus umbrosus Leaves 1-Butyl-2-cyclohexen-1-ol, benzaldehyde and globulol [85,30] Goniothalamus umbrosus Root Dehydrogoniothalamin, goniothalamin (26), 5-acetoxy goniothalamin [86,73] Goniothalamus leiocarpus Stem bark 7-Epi-goniodiol , leiocarpin B and leiocarpin C, Annonacin (6), Corossoline, gigantriocin, murisolin, gonothalamin [87,88,34,37] Goniothalamus leiocarpus Seed Leiocyclocin A, leiocyclocin B, Leiocyclocin C and D [89,90,38,39] Goniothalamus leiocarpus Stereoselectively synthesized 7-Epi-goniodiol and leiocarpin A [91,92,35,40] Goniothalamus laoticus Stem Laoticuzanone A,3-Methyl-1H-1-azaanthracene-2,9,10-trione, griffithazanone A (45), methyl sinapate, methyl p-coumarate, p-hydroxyphenylethyl p-coumarate [93,41] Goniothalamus albiflous Ban Leaf oil α-Pinene, caryophyllene oxide, and 1,8-cineole [94,44] (Continued ) Goniothalamus marcanii Stem bark Azaanthraquinones and 3-Aminonaphthoquinone [114,77] Goniothalamus marcanii Leaves and twigs 5-hydroxygoniothalamin, 5-acetylgoniothalamin, and goniopypyrone (42). [115,80] Goniothalamus arvensis Stem bark ()-Garvensintriol, ()-etharvendiol, ()-goniofufurone (55) [116,82] Goniothalamus tomentosus Stem bark and roots Aristololactam BII, ouregidione , stigmasterol [117,83] Goniothalamus woodii Root Goniothalamin (26), 5-acetoxygoniothalamin and goniotriol [118,86] Goniothalamus borneensis Bark Goniothalesdiol and goniothalactam [119,88] Goniothalamus dolichocarpus Stem bark ()-5β-Hydroxygoniothalamin [120,92] Goniothalamus ridleyi Root 5-Hydroxy-6-[(E)-2-phenylethenyl]-5,6-dihydro-2H-pyran-2-one…”

A 2H-tetrahydropyran derivative and bioactive constituents from the bark of Goniothalamus elegants Ast

“…In Thailand, 25 species of the genus have been found [2]. Phytochemical studies on Goniothalamus species have led to the identification of a variety of compounds: styryllactones, acetogenins, phenanthrene lactams, naphthoquinones, azaanthraquinones, terpenoids, flavonoids and steroids [3][4][5][6][7][8][9][10]. Several styryllactones have had their cytotoxic activity against human cancer cell lines reported in the literature [11][12][13][14].…”