1969
DOI: 10.1139/v69-070
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Biosynthesis of aristolochic acid

Abstract: The biosynthesis of aristolochic acid-1 (1) was studied in Aristolochia sipho. Tyrosine, dopa, dopainine, and noradrenaline serve as specific precursors. The nitro group of aristolochic acid is derived from the amino group of tyrosine. The aristolochic acids are yet another group of natural products related to norlaudanosoline.

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Cited by 25 publications
(16 citation statements)
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“…Comer et al . 13 reported the formation of radioactive aristolochic acid I when [β-14C,15N]-tyrosine was added to Aristolochia sipho . The synthesis pathway of aristolochic acid I is speculated to be tyrosine → tyramine → 4-hydroxy-phenyl-acetaldehyde → (s)-nor-amethoxine → (S)-Nor Laudanine → orientaliue → stephanine → aristolochic acid I, adapted from the literature published by Comer (1969) 14 (Fig.…”
Section: Resultsmentioning
confidence: 99%
“…Comer et al . 13 reported the formation of radioactive aristolochic acid I when [β-14C,15N]-tyrosine was added to Aristolochia sipho . The synthesis pathway of aristolochic acid I is speculated to be tyrosine → tyramine → 4-hydroxy-phenyl-acetaldehyde → (s)-nor-amethoxine → (S)-Nor Laudanine → orientaliue → stephanine → aristolochic acid I, adapted from the literature published by Comer (1969) 14 (Fig.…”
Section: Resultsmentioning
confidence: 99%
“…However, a biogenetic relationship between aristolochic acids and the aporphine alkaloids has been postulated based on structural similarities. Magnoflorine, an aporphine alkaloid, is associated with aristolochic acids in various Aristolochia species (Comer et al, 1969;Schutteu et al, 1967). An aporphine alkaloid, 4,5dioxoaporphine (24), is found mostly among the Aristolochiaceae family of plants and regarded as possible intermediates of the precursors of aristolochic acids and aristolactams (Kumar et al, 2003).…”
Section: Biosynthesis Of Aristolochic Acidsmentioning
confidence: 99%
“…Similar incidence of substitution was also reported in Hong Kong (Liang et al, 2006). Consequently, patients who took the regimen developed interstitial renal fibrosis and subsequently, end-stage renal disease (Comer et al, 1969). It is also documented that about 5% of the exposed population (patients taking the weight-loss regimen from May 1990 to October 1992) developed renal disease.…”
Section: Nephrotoxicitymentioning
confidence: 99%
“…3. The scientific details of aristolochic acids biosynthesis have been reported in several research papers (Schütte et al, 1967;Comer et al, 1969;Sharma et al, 1982;Krumbiegel et al 1987), and recently reviewed (Winkler and Hertweck 2007;Michl et al, 2014;Kumar et al, 2003). The plants of the genera Aristolochia and Asarum became the interesting topic for the phytochemical and pharmaceutical researchers since the discovery of aristolochic acid derivatives.…”
Section: Corallococcus Exiguus Cystobacter Ferrugineus Myxococcus Fmentioning
confidence: 99%