ChemInform Abstract: COUMARINS OF HORTIA ARBOREA (RUTACEAE)‐ HORTILINE AND HORTIOLONE

Abstract

Neben den bekannten Cumarinen Xanthyletin und seinem 3‐(0:,oz‐Dimethyl‐allyh‐Derivat wurden aus Hortia arborea drei weitere Cumarine isoliert.

Natural stilbenoids: distribution in the plant kingdom and chemotaxonomic interest in Vitaceae

“…Euphorbiaceae, Fabaceae and Moraceae are known to produce a large diversity of prenylated and/or geranylated stilbene monomers. Among those are, for example, longistylins A-D or E-4-isopentenyl-3,5,2 0 ,4 0 -tetrahydroxystilbene, prenylated monomers from Lonchocarpus violaceus (Fabaceae) 3,152 and Artocarpus integer (Moraceae) 153 respectively, schweinfurthins, geranylated monomers from Macaranga schweinfurthii (Euphorbiaceae) 154,155 and pawhuskin A or addisofurans A-B, geranylated and prenylated monomers from Dalea purpurea 156 and Erythrina addisoniae 157 (Fabaceae) respectively. Some monomers can also be sometimes farnesylated (schweinfurthin J from Macaranga schweinfurthii 155 ), formylated (erythradisson B from Erythrina addisoniae 158 ), featuring a pyran ring (lonchocarpene from Lonchocarpus nicou, Fabaceae 159 ) or an irregular sesquiterpenyl side chain (macapruinosin A from Macaranga pruinosa 160 ).…”

“…Together, these support the fact that resveratrol is the major monomer produced in Vitaceae. Parthenocissus is the only genus in Vitaceae to have prenylated monomers reported, longistylins A (1) and C (2), isolated from P. tricuspidata, 235 which were previously isolated from Fabaceae species (Lonchocarpus violaceus, 152 Cajanus cajan 240 and Glycyrrhiza flavescens 241 ). These are the only two prenylated compounds currently known in Vitaceae.…”

Five New Prenylated Stilbenes from the Root Bark of Lonchocarpus chiricanus

“…1 The Lonchocarpus genus is well known for its insecticidal properties due to the presence of rotenone derivatives. [2][3][4] Different types of compounds have also been isolated from Lonchocarpus species including flavonoids, [5][6][7][8][9][10][11][12][13][14][15] stilbenes, [14][15][16] chalcones, 17,21 aurones, 22 triterpenoids, 23 benzoic acid, 24 and dibenzoylmethane derivatives. 25 In a routine screening for new antifungal and larvicidal lead compounds, the dichloromethane extract of Lonchocarpus chiricanus root bark was found to give marked activity against the phytopathogenic fungus Cladosporium cucumerinum 26 and the larvae of the yellow fever-transmitting mosquito Aedes aegypti.…”

Plant Anticancer Agents. IX. Constituents of Hyptis tomentosa

“…Isolation and characterization of --', ',ß^- (5).-Fraction P from the second chromatographic separation described earlier was treated with cold methanol, and the insoluble portion recrystallized from chloroform-hexane to yield the tetramethoxy flavone 5 as yellow needles, mp 192°; lit. (9) 190-191°, (19) 192-194°. The uv spectrum of compound 5 in ethanol exhibited absorptions with Xmax 338 nm (log e 4.44), 275 (4.28), and 242 (4.27), and its mass spectrum showed a molecular ion at m/z 358.1058 (CipHisOrequires 358.1051).…”

“…The two flavones -hydroxy-41,3,6,7,8-pentamethoxy flavone (2) and d-hydroxy-4',6,7,8-tetramethoxy flavone (3) were also isolated and found to show mild cytotoxicity. Three inactive compounds were obtained in the course of the isolation procedures and were shown to be sesamin (1), -hydroxy-3',4',6,7-tetramethoxy flavone (5), and 3', -dihydroxy-4',6,7-trimethoxy flavone (eupatorin) (6). Eupatorin was originally reported to be mildly cytotoxic (8,9), but a recent paper records that it was found not to be cytotoxic (10), and our results confirm this finding.…”