Biosynthetic studies on alkaloids in Lunasia amara

1978 ◽  
Vol 31 (12) ◽  
pp. 2751 ◽  
Author(s):  
AC Finlayson ◽  
RH Prager

Benzoic acid[14CO2H] and sodium acetate[2-14C] are incorporated into 4- methoxy-2-phenylquinoline,the major alkaloid in the leaves of L. amara. No radioactivity is found in the quinoline when sodium acetate[1-14C] or phenylalanine[3-14C] are administered; this suggests the alkaloid is derived from anthranilic acid by the pathway suggested by Leete.1 Mevalonic acid[2-14C] is incorporated into the furanoquinoline alkaloid lunacrine.

1965 ◽  
Vol 38 (2) ◽  
pp. 450-451
Author(s):  
Daniel Ribaillier ◽  
Tuong Chi Cuong ◽  
Paul Fournier

Abstract Hevea brasiliensis latex can use glucose-6-phosphate to produce triphospho-pyridine nucleotide and adenosine triphosphate. Conversion of sodium acetate and mevalonic acid depends on the presence of these cofactors.


1973 ◽  
Vol 136 (2) ◽  
pp. 395-404 ◽  
Author(s):  
S. E. Moshier ◽  
D. J. Chapman

1. The incorporation of [2-14C]mevalonic acid by Chloropseudomonas ethylica strain 2K into chlorobactene was studied. 2. Oxidative degradation of chlorobactene of constant specific radioactivity produced labelled benzenecarboxylic acids and indicated that the benzene ring originates from mevalonic acid. 3. Decarboxylation studies demonstrated a stereospecific methyl migration in the formation of the 1,2,5-trimethylphenyl group of chlorobactene. The migrating methyl group was derived from the C-3′ position of mevalonic acid.


1979 ◽  
Vol 32 (1) ◽  
pp. 189 ◽  
Author(s):  
AC Finlayson ◽  
RKMR Kallury ◽  
RH Prager

Aromatics undergo rapid proton-deuterium or -tritium exchange in aqueous solutions containing Raney nickel alloy. The specificity of exchange in benzoic acid, anthranilic acid, pyridine and aniline is investigated by degradation and mass and N.M.R. spectrometry. Positions meta and para to carboxylate are most readily exchanged.


1990 ◽  
Vol 68 (11) ◽  
pp. 2095-2101 ◽  
Author(s):  
William A. Ayer ◽  
Julie S. Racok

The soil fungus Talaromycesflavus (Klöcker) Stolk and Samson is an effective biological control for Verticillium wilt of eggplant (Solanummelongena L.), a disease caused by the fungus Verticilliumdahliae Kleb. The water soluble metabolites isolated from the broth when the fungus is grown in liquid still culture, hydroxymethylmaltol (1), 5,6-dihydro-3,5-dihydroxy-6-hydroxymethyl-2H-pyran-2-one (3), and D-glucono-1,4-lactone (5), do not show antifungal activity against V. dahliae; however, hydrogen peroxide displays this inhibition. This peroxide has been detected in the T. flavus broth and it, together with 5, is the product of the glucose oxidase catalyzed oxidation of D-glucose. The results of the search for this antifungal activity are presented. [1-13C] Labelled sodium acetate was utilized as a precursor for studying the biosynthesis of the T. flavus metabolites 4,6-dihydroxy-5-methylphthalide (7), methyl 4-carboxy-5-hydroxyphthalaldehydate (8), and talaroflavone (9). The incorporation of label into these compounds is discussed. Keywords: Talaromycesflavus, fungal metabolites, hydrogen peroxide, biosynthesis, talaroflavone.


Tetrahedron ◽  
2012 ◽  
Vol 68 (23) ◽  
pp. 4399-4405 ◽  
Author(s):  
Veera V.E. Ramesh ◽  
Gowri Priya ◽  
P.R. Rajamohanan ◽  
Hans-Jörg Hofmann ◽  
Gangadhar J. Sanjayan

2002 ◽  
Vol 46 (8) ◽  
pp. 2588-2594 ◽  
Author(s):  
Florence Delmas ◽  
Carole Di Giorgio ◽  
Maxime Robin ◽  
Nadine Azas ◽  
Monique Gasquet ◽  
...  

ABSTRACT 6-Nitro- and 6-amino-benzothiazoles bearing different chains in position 2 and their corresponding anthranilic acid derivatives were investigated for their in vitro antiparasitic properties against parasites of the species Leishmania infantum and Trichomonas vaginalis compared to their toxicity towards human monocytes. Biological investigations established that the antiprotozoal properties depended greatly on the chemical structure of the position 2 substitution-bearing group. Compound C1, 2-[(2-chloro-benzothiazol-6-yl) amino] benzoic acid, demonstrated an interesting antiproliferative activity towards parasites of the species T. vaginalis, while compound C11, 2-({2-[(2-hydroxyethyl) amino]-benzothiazol-6-yl} amino) benzoic acid, exhibited a promising activity against parasites of the species L. infantum in their intracellular amastigote form. Additional experiments established that compound C11, which was poorly toxic against the promastigote and the extracellular amastigote forms of the parasite, could improve host-protective mechanisms against Leishmania by preventing parasite internalization by macrophages and stimulating NO production, by means of a mechanism synergistically enhanced by the presence of gamma interferon.


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