Constituents of Brazilian moraceae

Fatty Acid Synthase Inhibitors from Plants: Isolation, Structure Elucidation, and SAR Studies

“…This is indicative of an almost fully racemized stereo- center. 20 This is the first report of the isolation of isoflavones from C. tinctoria, although flavones, 6 a flavonol, 6,8 a benzophenone, 6 dihydroflavanols, 6,8 flavanones, 6 and xanthones 6,7 have been reported. Among the five isolated isoflavones, only 1 showed inhibitory activity against FAS with an IC 50 of 2.3 µg/mL.…”

“…Decreased activity was seen in 45-47 through blocking the 4′-and 7′′-hydroxy groups. Morelloflavone (7), with a weak activity (IC 50 , 30 µg/mL), also possesses the same structural moiety of 6, but from the activity of GB-2 (8) (IC 50 , 23 µg/mL), it was inferred that the upper flavanone unit may also play a role in the inhibition of the enzyme. Of course, the stereochemistry and conformations of such compounds must be critical for the activity.…”

“…(Moraceae), Paspalum conjugatum Berguis (Poaceae), Symphonia globulifera L.f. (Guttiferae), Buchenavia parviflora Spruce (Combretaceae), and Miconia pilgeriana (Melastomataceae), were selected for bioassay-guided fractionation. Among these, chemical studies have been reported on C. tinctoria [6][7][8] and S. globulifera. [9][10][11] In the current study, 13 compounds (1-13), including three new natural products (1,4,12), which belong to five chemotypes, isoflavones, flavones, biflavonoids, hydrolyzable tannin-related derivatives, and triterpenoids, were isolated from five plants.…”

Tetraoxygenated naturally occurring xanthones

“…gerontogea (S. & Z.) Kudo and Masamune (Gottlieb et al, 1975). It was used in the treatment of neuralgia, rheumatics, hepatitis and contusions (Chang et al, 1994).…”

“…globulifera [220±222] 1,3,5,7-Tetrahydroxyxanthone (89) Garcinia pedunculata [289] 1,2,3,7-Tetramethoxyxanthone (95) Frasera albicaulis [314] Polygala tenuifolia [174±181] The compounds 51/53, 51/54, 66/84, 72/82, 77/80, have the same structure, but they are cited under dierent names in the references. b The compounds 51/53, 51/54, 66/84, 72/82, 77/80, have the same structure, but they are cited under dierent names in the references.Table 3 Mono C 5 tetraoxygenated naturally occurring xanthones 1,3,5,6-Tetrahydroxy-2-(3-methylbut-2-enyl)xanthone (102) Calophyllum brasiliensis [72] C. austroindicum [172] C. canum [57] C. neo-ebudicum [303] C. sclerophyllum [182] C. scriblitifolium [183] C. fragrans [224] C. inophyllum [10, 184] 1-Hydroxy-3,5,6-trimethoxy-2-(3-methylbut-2-enyl)xanthone (103) Calophyllum rami¯orum [39] Paxanthone (104) Hypericum paturum [177] Forbexanthone (105) Garcinia forbesii [147] Toxyloxanthone C (106) Calophyllum zeylanicum [133] Kielmeyera ferruginea [121] Maclura pomifera [86] Geronthoxanthone J (107) Cudrania cochinchinensis [64] 2-Deprenylrheediaxanthone B (108) Hypericum roeperanum [290] 5-Methoxy-2-deprenylrheediaxanthone B (109) Hypericum roeperanum [290] 5-O-Methyllisojacareubin (110) Lorostemin A (111) Lorostemon coelhoi [48] L. negrensis [48] 1,3,5-Trihydroxy-6 H ,6 H -dimethylpyrano(2 H ,3 H :6,7)xanthone (112) Rheedia brasiliensis [82] Morusignin D (113) Morus insignis [144] Hypericum patulum [179] Toxyloxanthone-B (114) Hypericum androsaemum [263] H. paturum [177] H. sampsonii [71] Maclura pomifera [76±86] Morus insignis [144] 1,4,6-Trihydroxy-5-methoxy-7-(3-methylbut-2-enyl)xanthone (115) Garcinia dulcis [148] Cudraniaxanthone (116) Cudrania cochinchinensis [62] Cudrania javanensis [255] Jacareubin (117) Calophyllum austroindicum [172] C. bracteatum [312] C. brasiliense [72, 280] C. calaba [209, 312] C. canum [57] C. cordato-oblongum [134] C. cuneifolium [130] C. fragrans [224] C. inophyllum [10±184, 208] C. neo-ebudicum [303] C. rami¯orum [39] C. sclerophyllum [182] C. scriblitifolium [183] C. thwaitesii [77] C. tomentosum[191] C. trapezifolium[128] C. walkerii[77] C. zeylanicum[133] Kielmeyera ferruginea[121] Pentadesma butyracea[81] Isojacareubin(118) Hypericum roeperanum[290] 1,5,8-Trihydroxy-3-methoxy-2-(3-methylbut-2-enyl)xanthone(119) Garcinia mangostana[275,276] Morusignin C (120) Morus insignis[144] 1,6,7-Trihydroxy-4,4,5-trimethyldihydrofurano-(2,3:3,4) xanthone(121) Allanblackia¯oribunda[226] Celebixanthone(122) Cratoxylum celebicum[317,318] Symphoxanthone (123) Garcinia subelliptica[248] Symphonia globulifera[223] 1-Methylsymphoxanthone (124) Garcinia subelliptica [248] 1,3,5,6-Tetrahydroxy-2-(3-hydroxy-3-methylbutyl)xanthone (125) Calophyllum...…”