The biosynthesis of plant alkaloids and nitrogenous microbial metabolites

Cytotoxic Colchicine Alkaloids: From Plants to Drugs

“…The other plants of Colchicum sp. are: C. crocifolium, C. turicum, C. kesselvingii, C. luteum, C. byzantinum, C. crocifolium, C. szovitsii, C. soboliferum, and many more [20]. Beside 1 in these plants of Colchicum species also are present: 2-demethylcolchicine 2, 3-demethylcolchicine 3, demecolcine 4, 2-demethylcolchiceine 5, 3-demethylcolchiceine 6, N-methyl-demecolcine 7, 3-demethyl-N-methyl-demecolcine 8, N-formyl-N-deacetylcolchicine 9 [19], N-deacetylcolchicine 10, N-deacetylcolchiceine 11, and colchiceine 12.…”

“…Many of colchicine alkaloids exist in plants in glycoside form [21,22]. Colchicine and its derivatives are also present in other plants like: Gloriosa superba, Merendera species (M. kurdica, M. sobolifera, M. vaddeana, M. robusta, and many more), Bulbocodium vernum, Androcymbium palaestinum, and Kreysigia multiflora [20,23]. In Gloriosa superba plants were found…”

The biosynthesis of plant alkaloids and nitrogenous microbial metabolites (1997 to 1998)

“…The stereochemistry of some compounds discussed in connection with the biosynthesis of paraherquamide A (ref. 7, p. 202) has been corrected. 80 Camalexin 89 is a phytoalexin.…”

“…As previously, reference is made to background material in earlier reports in this series as well as to a monograph. [1][2][3][4][5][6][7][8] As full coverage of the literature as possible was obtained, in part, by use of CAS Online. Jasmonic acid 1 has been identified as an important compound in the elicitation of the biosynthesis of secondary metabolites in higher plants.…”

Stereodivergent Synthesis of Piperidine Alkaloids by Ring‐Rearrangement Metathesis/Reductive Lactam Alkylation of Nitroso Diels–Alder Cycloadducts

“…The biogenesis for this class of alkaloids involves an intermolecular Mannich reaction between a cyclic imminium species and a β‐ketoacid, followed by decarboxylation and reduction (Figure 2). 10 This biogenetic scheme has inspired several synthetic strategies with which to access these natural products. Alternatively, because 2‐(2‐hydroxyakyl)piperidines are chiral 1,3‐aminoalcohols, many methods for the stereoselective synthesis of this structural motif have been developed, which can be illustrated with the total synthesis of piperidine alkaloids 1–9…”