Biologically active ibogan and vallesamine derivatives from Tabernaemontana divaricata - PubMed
Biologically active ibogan and vallesamine derivatives from Tabernaemontana divaricata
Toh-Seok Kam et al. Chem Biodivers. 2004 Apr.
Abstract
Six new indole alkaloids, viz., (3S)-3-cyanocoronaridine (2), (3S)-3-cyanoisovoacangine (3), conolobine A (5), conolobine B (6), conolidine (7), and (3R/3S)-3-ethoxyvoacangine (8), in addition to 36 known ones, were obtained from the stem-bark extract of the Malayan Tabernaemontana divaricata. The structures were determined by NMR and MS analysis. The CN-substituted alkaloids showed appreciable cytotoxicity towards the KB human oral epidermoid carcinoma cell-line.
Similar articles
-
Seco-tabersonine alkaloids from Tabernaemontana corymbosa.
Lim KH, Thomas NF, Abdullah Z, Kam TS. Lim KH, et al. Phytochemistry. 2009 Feb;70(3):424-9. doi: 10.1016/j.phytochem.2009.01.001. Epub 2009 Feb 11. Phytochemistry. 2009. PMID: 19217125
-
Cytotoxic effects and reversal of multidrug resistance by ibogan and related indole alkaloids.
Kam TS, Sim KM, Pang HS, Koyano T, Hayashi M, Komiyama K. Kam TS, et al. Bioorg Med Chem Lett. 2004 Sep 6;14(17):4487-9. doi: 10.1016/j.bmcl.2004.06.074. Bioorg Med Chem Lett. 2004. PMID: 15357977
-
New bisindole alkaloids from Tabernaemontana corymbosa.
Kam TS, Sim KM, Pang HS. Kam TS, et al. J Nat Prod. 2003 Jan;66(1):11-6. doi: 10.1021/np020326g. J Nat Prod. 2003. PMID: 12542336
-
Rosales PF, Marinho FF, Gower A, Chiarello M, Canci B, Roesch-Ely M, Paula FR, Moura S. Rosales PF, et al. Bioorg Chem. 2019 Apr;85:66-74. doi: 10.1016/j.bioorg.2018.12.016. Epub 2018 Dec 15. Bioorg Chem. 2019. PMID: 30599414 Review.
-
Chemistry of the chippiine/dippinine/tronocarpine class of indole alkaloids.
Taylor SC, Weinreb SM. Taylor SC, et al. Alkaloids Chem Biol. 2021;85:177-222. doi: 10.1016/bs.alkal.2020.07.001. Epub 2020 Sep 2. Alkaloids Chem Biol. 2021. PMID: 33663753 Review.
Cited by
-
Noguchi Y, Hirose T, Ishiyama A, Iwatsuki M, Otoguro K, Sunazuka T, Ōmura S. Noguchi Y, et al. J Nat Med. 2016 Jul;70(3):302-17. doi: 10.1007/s11418-016-1012-2. Epub 2016 Jun 21. J Nat Med. 2016. PMID: 27324906 Free PMC article. Review.
-
Medicinal chemistry: New lead for pain treatment.
Reisman SE. Reisman SE. Nature. 2011 May 26;473(7348):458-9. doi: 10.1038/473458a. Nature. 2011. PMID: 21614069 No abstract available.
-
Umer SM, Solangi M, Khan KM, Saleem RSZ. Umer SM, et al. Molecules. 2022 Nov 5;27(21):7586. doi: 10.3390/molecules27217586. Molecules. 2022. PMID: 36364413 Free PMC article. Review.
-
Major Bioactive Alkaloids and Biological Activities of Tabernaemontana Species (Apocynaceae).
Naidoo CM, Naidoo Y, Dewir YH, Murthy HN, El-Hendawy S, Al-Suhaibani N. Naidoo CM, et al. Plants (Basel). 2021 Feb 5;10(2):313. doi: 10.3390/plants10020313. Plants (Basel). 2021. PMID: 33562893 Free PMC article. Review.
-
Synthesis of conolidine, a potent non-opioid analgesic for tonic and persistent pain.
Tarselli MA, Raehal KM, Brasher AK, Streicher JM, Groer CE, Cameron MD, Bohn LM, Micalizio GC. Tarselli MA, et al. Nat Chem. 2011 Jun;3(6):449-53. doi: 10.1038/nchem.1050. Nat Chem. 2011. PMID: 21602859
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources