Antineoplastic Agents, 99. Amaryllis belladonna

Pettit, George R.; Gaddamidi, Venkatswamy; Goswami, Animesh; Cragg, Gordon M.

doi:10.1021/np50035a007

Cited by 76 publications

(51 citation statements)

References 10 publications

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“…Anticancer, antimicrobial and anticholinesterase activities represent some of these biological properties [1]. The genus Amaryllis L. comprises two species, A. belladonna and A. acuminata , both native to southern Africa [2]. Also referred to by the folk names “belladonna-lily” and “naked-lady”, A. belladonna has been used for several centuries in the medicinal traditions of the Sotho, Xhosa and Zulu peoples of South Africa, and in Java for the treatment of “swelling” (a presumed synonym for cancer) [2,3].…”

Section: Introductionmentioning

confidence: 99%

Alkaloid Constituents of the Amaryllidaceae Plant Amaryllis belladonna L

et al. 2017

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The plant family Amaryllidaceae is well-known for its unique alkaloid constituents, which exhibit a wide range of biological activities. Its representative, Amaryllis belladonna, has a geographical distribution covering mainly southern Africa, where it has significant usage in the traditional medicine of the native people. In this study, A. belladonna samples collected in Brazil were examined for alkaloid content. Alkaloid profiles of A. belladonna bulbs were generated by a combination of chromatographic, spectroscopic and spectrometric methods, including GC–MS and 2D NMR. In vitro screening against four different parasitic protozoa (Trypanosoma cruzi, T. brucei rhodesiense, Leishmania donovani and Plasmodium falciparum) was carried out using the A. belladonna crude methanol extract, as well as three of its alkaloid isolates. Twenty-six different Amaryllidaceae alkaloids were identified in the A. belladonna bulb samples, and three of them were isolated. Evidence for their respective biosynthetic pathways was afforded via their mass-spectral fragmentation data. Improved data for 1-O-acetylcaranine was provided by 2D NMR experiments, together with new 1H-NMR data for buphanamine. The crude extract and 3-O-acetylhamayne exhibited good antiprotozoal activity in vitro, although both with a high cytotoxic index.

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Section: Introductionmentioning

confidence: 99%

Alkaloid Constituents of the Amaryllidaceae Plant Amaryllis belladonna L

et al. 2017

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“…1) As regards phytochemical studies on this plant, the isolation of phenanthridine alkaloids, fatty acids, sterols and triterpene alcohols have been previously reported. [2][3][4] Alkaloids isolated from the bulbs of the tribe Amaryllidaceae showed various pharmacological and microbiological effects, such as antiviral, 5) antimalarial, 6) cytotoxic [6][7][8][9] and antineoplastic activities, [10][11][12] as well as effects on diseases of the nervous system. 13) An EtOAc-soluble fraction of C. asiaticum var.…”

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confidence: 99%

Cytotoxic Alkaloids and a Flavan from the Bulbs of Crinum asiaticum var. japonicum.

et al. 2001

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A new pyrrolophenanthridone alkaloid, criasiaticidine A (1), was isolated from the bulbs of Crinum asiaticum var. japonicum, together with pratorimine (2), lycorine (3) and 4-hydroxy-7-methoxyflavan (4). The structure of the new alkaloid was determined to be 4,5-etheno-9,10-dihydroxy-6-phenanthridone by spectroscopic means. The cytotoxicity of the isolated compounds 1-4 was evaluated in vitro against Meth-A (mouse sarcoma) and Lewis lung carcinoma (mouse lung carcinoma) tumor cell lines. Furthermore, 3 was examined for in vivo antitumor activity with LLC tumor cells.

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“…1 Phenanthridines are important core structures found in a variety of natural products and other biologically important molecules with a wide range of biological activities and applications, [2][3][4][5][6][7][8][9][10] including antibacterial, antiprotozoal, anticancer, antimicrobial, anti-inflammatory, antivirial, antioxidant [11][12][13][14][15][16][17][18][19][20][21] and also with applications as drugs, 8 DNA targeting agents, 22 dyes, 23 and probes. 24 Isoquinoline is also present in various natural products such as cryptaustoline and cryptowoline.…”

Section: Introductionmentioning

confidence: 99%

Simple and one-pot synthesis of new heterocyclic compounds in three-component reactions between isoquinoline or phenanthridine and acetylenic esters in the presence of N-heterocycles or 1,3-dicarbonyl compounds

Nassiri¹,

Heydari²,

Hazeri³

et al. 2010

Arkivoc

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A new class of enamino esters has been isolated in excellent yields from the 1:1:1 addition reaction between phenanthridine or isoquinoline and acetylenic esters such as ethyl propiolate or dialkyl acetylenedicaboxylates in the presence of heterocyclic NH compounds (succinimide, indole, 2-methylindole, 2-benzoxazolinone, 6-chlorobenzoxazolinone, carbazole and 3,6-dibromocarbazole) or 1,3-dicarbonyl compounds like 1,3-dimethylbarbituric acid, acetylacetone and dibenzoylmethane.

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Antineoplastic Agents, 99. Amaryllis belladonna

Cited by 76 publications

References 10 publications

Alkaloid Constituents of the Amaryllidaceae Plant Amaryllis belladonna L

Alkaloid Constituents of the Amaryllidaceae Plant Amaryllis belladonna L

Cytotoxic Alkaloids and a Flavan from the Bulbs of Crinum asiaticum var. japonicum.

Simple and one-pot synthesis of new heterocyclic compounds in three-component reactions between isoquinoline or phenanthridine and acetylenic esters in the presence of N-heterocycles or 1,3-dicarbonyl compounds

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