“…A. tanzaniensis was collected in Tanzania in the Uzungwa mountains at 1200 m above sea level, in contrast to all the other Ancistrocladus species, which so far have been found in habitats of less than 800 m altitude . Repeated column chromatography and preparative HPLC of a CH 2 Cl 2 extract of the air-dried and ground leaves of A. tanzaniensis afforded three alkaloids ( 5 − 7 ), the UV spectra of which suggested that they are naphthylisoquinoline alkaloids.…”
Section: Resultsmentioning
confidence: 99%
“…In this paper, we report on the first phytochemical investigation of the newly described East African Ancistrocladus species A. tanzaniensis, 12 leading to the discovery of a novel 5,3′-coupling type, present in the new alkaloid ancistrotanzanine A (5). In addition, the new ancistrotanzanine B (6) and the known 13 ancistrotectoriline A (7), both 5,8′-coupled, were also isolated.…”
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.
“…A. tanzaniensis was collected in Tanzania in the Uzungwa mountains at 1200 m above sea level, in contrast to all the other Ancistrocladus species, which so far have been found in habitats of less than 800 m altitude . Repeated column chromatography and preparative HPLC of a CH 2 Cl 2 extract of the air-dried and ground leaves of A. tanzaniensis afforded three alkaloids ( 5 − 7 ), the UV spectra of which suggested that they are naphthylisoquinoline alkaloids.…”
Section: Resultsmentioning
confidence: 99%
“…In this paper, we report on the first phytochemical investigation of the newly described East African Ancistrocladus species A. tanzaniensis, 12 leading to the discovery of a novel 5,3′-coupling type, present in the new alkaloid ancistrotanzanine A (5). In addition, the new ancistrotanzanine B (6) and the known 13 ancistrotectoriline A (7), both 5,8′-coupled, were also isolated.…”
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.
“…The naphthylisoquinoline alkaloids comprise a rapidly growing class of remarkable natural products: structurally, because of the presence of a usually rotationally hindered and thus stereogenic biaryl axis, , biosynthetically, since these are the first acetogenic tetrahydroisoquinoline alkaloids, , and pharmacologically, because of their high antiinfective activities, e.g., against different protozoan pathogens, such as Plasmodium , Leishmania , and Trypanosoma species, − all of which cause severe, widespread tropical diseases . The East African species Ancistrocladus tanzaniensis (Ancistrocladaceae), which has been botanically described only recently, has proven to produce a series of novel bioactive representatives of this interesting class of natural products . Thus, the new alkaloid ancistrotanzanine A ( 1 ) is based on a hitherto unknown 5,3‘-coupling type between the two molecular portions, the naphthalene and the isoquinoline parts, while ancistrotanzanine B ( 2 ) and ancistrotectoriline A ( 3 ), also obtained from the Southeast Asian species A. tectorius , are both 5,8‘-coupled …”
Three new naphthylisoquinoline alkaloids, the 7,3'-coupled ancistrotanzanine C (6), the 5,1'-coupled O-methylancistrocladinine (7), and the likewise 5,1'-coupled O,N-dimethylancistrocladine (8, previously known only as a partial-synthetic compound), have been isolated from the highland liana Ancistrocladus tanzaniensis, along with the two known 7,3'-coupled naphthylisoquinoline alkaloids ancistrocladidine (4) and ancistrotectorine (5). All of the compounds are S-configured at C-3 and bear an oxygen at C-6, and thus belong to the so-called Ancistrocladaceae type, similar to 1-3 previously isolated from this newly discovered plant species. The structural elucidation was achieved by chemical, spectroscopic, and chiroptical methods. The biological activities of the alkaloids against the pathogens causing malaria tropica, leishmaniasis, Chagas' disease, and African sleeping sickness were evaluated.
“…The distribution of Lukea, with one species in the Eastern Arc Mts and another in the coastal forests of Kenya is seen in several other genera, such as Ancistrocladus Wall. with A. tanzaniensis Cheek & Frim.-Møll. in the Udzungwas and A. robertsoniorum J.Léonard in the Kenyan coastal forests (Cheek et al 2000, Cheek 2000, also in the genus Afrothismia with A. mhoroana Cheek in the Ulugurus and A. baerae Cheek in Kenyan coastal forests (Cheek 2004a;Cheek 2006;Cheek & Jannerup 2006 (Cheek & Luke 2016;Couch et al 2019). He has also collected and described many other novel Annonaceae from Tanzania and Kenya (see introduction).…”
A new genus, Lukea Gosline & Cheek (Annonaceae), is erected for two new species to science, Lukea quentinii Cheek & Gosline from Kaya Ribe, S.E. Kenya, and Lukea triciae Cheek & Gosline from the Udzungwa Mts, Tanzania. Lukea is characterised by a flattened circular bowl-shaped receptacle-calyx with a corolla of three petals that give the buds and flowers a unique appearance in African Annonaceae. Both species are extremely rare shrubs of small surviving areas of lowland evergreen forest under threat of habitat degradation and destruction and are provisionally assessed as Critically Endangered and Endangered respectively using the IUCN 2012 standard. Both species are illustrated and mapped. Material of the two species had formerly been considered to be possibly Uvariopsis Engl. & Diels, and the genus Lukea is placed in the Uvariopsis clade of the Monodoreae (consisting of the African genera Uvariodendron (Engl. & Diels) R.E.Fries, Uvariopsis, Mischogyne Exell, Dennettia Bak.f., and Monocyclanthus Keay). The clade is characterised by often conspicuous, finely reticulate quaternary nervation and incomplete or absent connective shields (in Annonaceae the connective shield is usually complete). Morphologically Lukea is distinct for its broad, turbinate, fleshy pedicel, a synapomorphy. It appears closest to the West African monotypic Monocyclanthus, sharing a trait unusual in the Annonaceae: the calyx in both genera forms a shallow bowl (calyx lobes are absent or vestigial), barely enclosing the base of the petals at anthesis, and persisting as a living, leathery disc at least until the fruit is mature. The placement of Lukea within the Uvariopsis clade is discussed.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.