Xanthones of Garcinia mangostana Linn.

Cytotoxic Prenylated Xanthones from the Young Fruit of Garcinia mangostana

“…1). 13 C-NMR assignments (Table 2) were established by comparison with those of garcinone B (6) 10) and mangostenone B.…”

“…Compounds 4-19 were identified as thwaitesixanthone (4), 12) demethylcalabaxanthone (5), 11) garcinone B (6), 10) compound 7, 11) b-mangostin (8), 10) 8-desoxygartanin (9), 13) gartanin (10), 14) garcinone E (11), 15) the major metabolite amangostin (12), 10) mangostinone (13), 10) the second major metabolite g-mangostin (14), 11) mangostanol (15), 10) mangostanin (16), 11) garcinone D (17), 11) garcinone C (18), 16) and the third major metabolite 11-hydroxy-1-isomangostin (19) Table 2. Based on these observations, the following conclusions can be drawn regarding these isolates: 1) For high activity, the xanthones should contain tetraoxygen functions with two C 5 units in rings A and C (as in 8, 11, 12, 14).…”

“…In our previous study, the isolation of 17 xanthones including three new xanthones, mangostenol and mangostenones A and B, from the green fruit (14-week maturity stage) of this plant and their antituberculosis activity were already described. 10,11) In a continuation of this work, the EtOAc-soluble extract obtained from the young fruit (7-week maturity stage) of G. mangostana was subjected to a chemical investigation leading to the isolation and structural elucidation of three new prenylated xanthones, mangostenones C (1), D (2), and E (3), in addition to 16 previously reported xanthones, thwaitesixanthone (4), 12) demethylcalabaxanthone (5), 11) garcinone B (6), 10) compound 7, 11) b-mangostin (8), 10) 8-desoxygartanin (9), 13) gartanin (10), 14) garcinone E (11), 15) the major metabolite a-mangostin (12), 10) mangostinone (13), 10) the second major metabolite g-mangostin (14), 11) mangostanol (15), 10) mangostanin (16), 11) garcinone D (17), 11) garcinone C (18), 16) and the third major metabolite 11-hydroxy-1-isomangostin (19). 17) We here report on the structural elucidation of the three new compounds and the in vitro cytotoxic activities of xanthones 1-19 against three human cancer cell lines, epidermoid carcinoma of the mouth (KB), breast cancer (BC-1), and small cell lung cancer (NCI-H187).…”

CHARACTERIZATION, ANTIBACTERIAL AND ANTIOXIDANT ACTIVITY OF MANGOSTEEN (Garcinia Mangostana L.) PERICARP NANOSIZED EXTRACT

“…Putra 9 identified that compound having a dominant role in antibacterial and antioxidant activity in mangosteen pericarp was secondary metabolites from xanthone group. Govindachari et al 12 succeed to isolate xanthone compound from mangosteen pericarp, that is α-mangostin, gartanin, and 8-desoxygartanin. Obolskiy et al 2 summarized some other xanthone compounds that were isolated from mangosteen pericarp that was β-and γ-mangostin, 1-and 3-isomangostin, mangostinon, mangostanol, mangostanin, garsinon B, garsinon D, garsinon E, 9-hidroxycalabaxanthone, and demethylcalabaxanthone.…”

A New Synthetic Route to Dihydrobenzopyran Via Tandem Demethylation Cyclisation

“…Dihydrobenzopyrans are synthesised from phenols and isoprene in the presence of AlCl 3 [3] or phenols having isoprene units in the 2-position, in the presence of PTSA [4]. Allyl phenols undergo cyclisation to yield dihydrobenzopyrans, in the presence of phospate esters [5] or metal carbonyls [6] or zeolites [7] under high temperatures.…”