The Prosopis juliflora - Prosopis pallida complex: a monograph

Occurrence and distribution of free flavonoid aglycones in plants

Flavones, Flavonols and their Glycosides

A methanol extract from the flower heads of Chrysanthemum morifolium showed a suppressive effect on umu gene expression of the SOS response in Salmonella typhimurium TA1535/pSK1002 against the mutagen 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (furylfuramide). The methanol extract was re-extracted with hexane, chloroform, ethyl acetate, butanol, and water. The ethyl acetate fraction showed a suppressive effect. Suppressive compounds in the ethyl acetate fraction were isolated by silica gel column chromatography and identified as the flavonoids acacetin (1), apigenin (2), luteolin (3), and quercetin (4) by EI-MS, IR, and (1)H and 13C NMR spectroscopy. Compounds 1-4 suppressed the furylfuramide-induced SOS response in the umu test. Compounds 1-4 suppressed 60.2, 75.7, 90.0, and 66.6% of the SOS-inducing activity at a concentration of 0.70 micromol/ml. The ID50 (50% inhibitory dose) values of 1-4 were 0.62, 0.55, 0.44, and 0.59 micromol/ml. These compounds had the suppressive effects on umu gene expression of the SOS response against other mutagens, 4-nitroquinolin 1-oxide (4NQO) and N-methyl-N'-nitro-N-nitrosoguanidine (MNNG), which do not require liver-metabolizing enzymes. These compounds also showed the suppression of SOS-inducing activity against the other mutagens aflatoxin B1 (AfB1) and 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1), which require liver-metabolizing enzymes, and UV irradiation. In addition to the antimutagenic activities of these compounds against furylfuramide, Trp-P-1 and activated Trp-P-1 were also assayed by the Ames test using S. typhimurium TA100.

Antimutagenic Activity of Flavonoids from Chrysanthemum morifolium

Most reports on the identification of known flavonoids in new plant sources as well as those on novel flavonoids naturally deal with the two most abundant classes, the flavones and flavonols. For this chapter we have listed all references to the occurrence of flavone and flavonol aglycones which have appeared from 1975 to 1980, and also include such earlier references as were overlooked in the relevant chapters of The Flavonoids’ (1975). Emphasis is given to the natural distribution of these compounds. The data are collected in Tables 4.1 and 4.2 which cite substances, plant sources and references. Since 1974, some 50 flavones and 60 flavonols with common substitution patterns have been described as novel compounds. Many are simply new methyl ethers of known compounds. The structures are arranged throughout the Tables by number and arrangement of substituents in ring A, followed by ring B. Wherever possible, the plant organs from which the compounds have been isolated are cited. In cases where authors have extracted the ‘whole plant’ or ‘aerial parts’, it does not necessarily follow that the compound is present in all parts, since these substances are often specifically located in certain organs only. In all cases where free aglycones are encountered, especially highly methylated flavonoids, it is likely that they occur externally, or are associated with secretory structures and are correlated with the production of other lipophilic secondary compounds, mainly of terpenoid origin.

Flavones and Flavonols

Methoxylated flavonoids from Artemisia

A general NMR procedure for locating methoxyl groups in all flavone and flavonol aglycones and some glycosides utilizing trimethylsilyl ethers and benzene-induced shifts

Quercetagetin 3,3′-dimethyl ether, a new flavonoid from Parthenium tomentosum

A populational survey of amino acids in Prosopis species from North and South America

A new flavonoid from Ambrosia dumosa

N.J. Carman

Papers

Methoxylated flavonoids from Artemisia

A general NMR procedure for locating methoxyl groups in all flavone and flavonol aglycones and some glycosides utilizing trimethylsilyl ethers and benzene-induced shifts

Quercetagetin 3,3′-dimethyl ether, a new flavonoid from Parthenium tomentosum

A populational survey of amino acids in Prosopis species from North and South America

A new flavonoid from Ambrosia dumosa