Literature DB >> 14510589

Ancistrotanzanine A, the first 5,3'-coupled naphthylisoquinoline alkaloid, and two further, 5,8'-linked related compounds from the newly described species Ancistrocladus tanzaniensis.

Gerhard Bringmann1, Michael Dreyer, Johan H Faber, Petur Weihe Dalsgaard, Dan Staerk, Jerzy W Jaroszewski, Henry Ndangalasi, Frank Mbago, Reto Brun, Matthias Reichert, Katja Maksimenka, Søren Brøgger Christensen.   

Abstract

The first phytochemical investigation of the recently discovered East African liana Ancistrocladus tanzaniensis is described, resulting in the isolation and structural elucidation of two new naphthylisoquinoline alkaloids, ancistrotanzanines A (5) and B (6), and the known compound ancistrotectoriline A (7). Ancistrotazanine A (5) represents a hitherto unprecedented 5,3'-coupling type between the naphthalene and isoquinoline portions, while 6 and 7 are 5,8'-coupled. The structures of the compounds were determined by spectroscopic, chemical, and chiroptical methods. Compounds 5 and 6 showed good activities against the pathogens of leishmaniasis and Chagas' disease, Leishmania donovani and Trypanosoma cruzi, while 5-7 displayed moderately potent antiplasmodial activities against Plasmodium falciparum parasites.

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Year:  2003        PMID: 14510589     DOI: 10.1021/np030077b

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  7 in total

1.  Activities of naphthylisoquinoline alkaloids and synthetic analogs against Leishmania major.

Authors:  Alicia Ponte-Sucre; Johan H Faber; Tanja Gulder; Inga Kajahn; Sarah E H Pedersen; Martina Schultheis; Gerhard Bringmann; Heidrun Moll
Journal:  Antimicrob Agents Chemother       Date:  2006-11-06       Impact factor: 5.191

2.  Insights into the structural patterns of the antileishmanial activity of bi- and tricyclic N-heterocycles.

Authors:  Lizzi Herrera; David E Stephens; Abigail D'Avila; Kathryn G George; Hadi Arman; Yu Zhang; George Perry; Ricardo Lleonart; Oleg V Larionov; Patricia L Fernández
Journal:  Org Biomol Chem       Date:  2016-07-04       Impact factor: 3.876

3.  Antileishmanial constituents of the Panamanian endophytic fungus Edenia sp.

Authors:  Sergio Martínez-Luis; Gina Della-Togna; Phyllis D Coley; Thomas A Kursar; William H Gerwick; Luis Cubilla-Rios
Journal:  J Nat Prod       Date:  2008-12       Impact factor: 4.050

4.  Ancistrobreveines A-D and related dehydrogenated naphthylisoquinoline alkaloids with antiproliferative activities against leukemia cells, from the West African liana Ancistrocladus abbreviatus.

Authors:  Shaimaa Fayez; Doris Feineis; Laurent Aké Assi; Ean-Jeong Seo; Thomas Efferth; Gerhard Bringmann
Journal:  RSC Adv       Date:  2019-05-20       Impact factor: 3.361

5.  Computational study to discover potent phytochemical inhibitors against drug target, squalene synthase from Leishmania donovani.

Authors:  Padmika Madushanka Wadanambi; Uthpali Mannapperuma
Journal:  Heliyon       Date:  2021-05-31

Review 6.  Compounds from African Medicinal Plants with Activities Against Selected Parasitic Diseases: Schistosomiasis, Trypanosomiasis and Leishmaniasis.

Authors:  Conrad V Simoben; Fidele Ntie-Kang; Sergi H Akone; Wolfgang Sippl
Journal:  Nat Prod Bioprospect       Date:  2018-05-09

7.  Comparative molecular docking of antitrypanosomal natural products into multiple Trypanosoma brucei drug targets.

Authors:  Ifedayo V Ogungbe; William N Setzer
Journal:  Molecules       Date:  2009-04-14       Impact factor: 4.411

  7 in total

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