GRAVIOLAClinical References on Graviola (Annona muricata)Kim GS, Muricoreacin and murihexocin C,
mono-tetrahydrofuran acetogenins, from the leaves of Annona muricata. Phytochemistry
1998 Sep;49(2):565-71 Lopez Abraham AM, et.al., [Plant extracts with
cytostatic properties growing in Cuba. I.] Rev Cubana Med Trop, 31: 2, 1979 May-Aug,
97-104 Hernández L., et.al., Use of medicinal plants by
ambulatory patients in Puerto Rico. Am J Hosp Pharm, 41: 10, 1984 Oct, 2060-4 Bories C., et.a., Antiparasitic activity of
Annona muricata and Annona cherimolia seeds. Planta Med, 57: 5, 1991 Oct, 434-6 Wu FE, et.al., Two new cytotoxic
monotetrahydrofuran Annonaceous acetogenins, annomuricins A and B, from the leaves of
Annona muricata. J Nat Prod, 58: 6, 1995 Jun, 830-6 Wu FE, et.al., Muricatocins A and B, two new
bioactive monotetrahydrofuran Annonaceous acetogenins from the leaves of Annona muricata.
J Nat Prod, 58: 6, 1995 Jun, 902-8 Wu FE, et.al., New bioactive monotetrahydrofuran
Annonaceous acetogenins, annomuricin C and muricatocin C, from the leaves of Annona
muricata. J Nat Prod, 58: 6, 1995 Jun, 909-15 Wu FE, et.al., Additional bioactive acetogenins,
annomutacin and (2,4-trans and cis)-10R-annonacin-A-ones, from the leaves of Annona
muricata. J Nat Prod, 58: 9, 1995 Sep, 1430-7 Kooiman P., Structures of the galactomannans from seeds of Annona muricata, Arenga saccharifera, Cocos nucifera, Convolvulus tricolor, and Sophora japonica. Carbohydr Res, 20: 2, 1971 Dec, 329-37 Bourne RK., A preliminary study of the sedative effects of Annona muricata (sour sop). West Indian Med J, 28: 2, 1979 Jun, 106-10 Rieser MJ., et.al., Bioactive single-ring acetogenins from seed extracts of Annona muricata. Planta Med, 59: 1, 1993 Feb, 91-2
Muricoreacin and murihexocin C, mono-tetrahydrofuran acetogenins, from the leaves of Annona muricata. Kim GS, Zeng L, Alali F, Rogers LL, Wu FE, Sastrodihardjo S, McLaughlin JL Phytochemistry 1998 Sep;49(2):565-71 Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette, IN 47906, USA. Bioactivity-directed fractionation of the leaves of Annona muricata L. (Annonaceae) resulted in the isolation of two new Annonaceous acetogenins, muricoreacin (1) and murihexocin C (2). Compounds 1 and 2 showed significant cytotoxicities among six human tumor cell lines with selectivities to the prostate adenocarinoma (PC-3) and pancreatic carcinoma (PACA-2) cell lines. [Plant extracts with cytostatic properties growing in Cuba. I.] Lopez Abraham AM; Rojas Hernandez NM; Jimenez Misas CA Rev Cubana Med Trop, 31: 2, 1979 May-Aug, 97-104 Abstract The cytostatic activity of aqueous, alcoholic and ketonic extracts of 9 species of superior plants of the families Fitolacaceae, Compositae, Moraceae, Zingiberaceae, Martiniaceae, Mirtaceae, Verbenaceae and Annonaceae was assessed. The Kubas microbiologic method and the fungus Ascomiceto Neurospora crassa were used in the assessment. The fungus growth was measured in millimeters. Inhibition percentages for every case regarding control are reported. The best results were obtained from Annona muricata, Costus spiralis, Cecropia peltata, Xanthium chinense and Pluchea adorata extracts. Use of medicinal plants by ambulatory patients in Puerto Rico. Hernández L; Muńoz RA; Miró G; Martínez M; Silva-Parra J; Chávez PI Am J Hosp Pharm, 41: 10, 1984 Oct, 2060-4 Abstract The use of medicinal plants by the patients at the outpatient clinics of five health-care centers in Puerto Rico was evaluated. Medication histories were obtained for 802 patients ranging in age from two months to 91 years. The most frequent medical diagnosis was cardiovascular disease (54% of the patients). Respiratory and digestive disorders were the least frequent conditions, identified in only 9% and 6% of the cases, respectively. Medicinal plants were used by 57% of the population. Patients 65 years or older tended to use herbal remedies more often. Seven of the 11 most commonly used plants were used to treat gastrointestinal disorders. Other medicinal uses given were for sedation, sleep disorders, elevated blood pressure, kidney disorders, and respiratory ailments. The most frequently used plant was Citrus aurantium L. (sour orange), which was used as a sedative by 39% of the patients and for gastrointestinal disorders by 17%. Two potentially toxic plants, Solanum americanum and Annona muricata, were among the most commonly used plants. Medicinal plants were used widely by the outpatient population studied. Most herbs were used to treat self-limiting conditions but some were used to treat potentially serious medical problems, such as hypertension. Antiparasitic activity of Annona muricata and Annona cherimolia seeds. Bories C; Loiseau P; Cortes D; Myint SH; Hocquemiller R; Gayral P; Cavé A; Laurens A Laboratoire de Parasitologie, Faculté de Pharmacie, Université Paris-Sud, Châtenay-Malabry, France. Planta Med, 57: 5, 1991 Oct, 434-6 Abstract Methanolic extracts of Annona muricata and A. cherimolia (Annonaceae) seeds were tested for antiparasitic acetogenins isolated from these extracts are found to be responsible for the important activity on infective larvae of Molinema desetae. Two new cytotoxic monotetrahydrofuran Annonaceous acetogenins, annomuricins A and B, from the leaves of Annona muricata. Wu FE; Gu ZM; Zeng L; Zhao GX; Zhang Y; McLaughlin JL; Sastrodihardjo S Department of Medicinal Chemistry and Pharmacognosy, School of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette, Indiana 47907, USA. J Nat Prod, 58: 6, 1995 Jun, 830-6 Abstract The leaves of Annona muricata have yielded eight monotetrahydrofuran Annonaceous acetogenins. Two of them, annomuricins A [1] and B [2], whose chemical structures were deduced by ms, nmr, ir, and uv spectral and chemical methods, are novel and unusual. Compounds 1 and 2 each possess five hydroxyl groups; two hydroxyl groups are vicinal, with the vicinal group of 1 threo and that of 2 erythro. The absolute configurations of 1 and 2 were determined by Mosher ester methodology. Six monotetrahydrofuran acetogenins, previously described in the seeds, were found in the leaves; these are gigantetrocin A, annonacin-10-one, muricatetrocins A and B, annonacin, and goniothalamicin. Muricatocins A and B, two new bioactive monotetrahydrofuran Annonaceous acetogenins from the leaves of Annona muricata. Wu FE; Zeng L; Gu ZM; Zhao GX; Zhang Y; Schwedler JT; McLaughlin JL; Sastrodihardjo S J Nat Prod, 58: 6, 1995 Jun, 902-8 Abstract The leaves of Annona muricata have yielded the novel monotetrahydrofuran Annonaceous acetogenins, muricatocins A [1] and B [2]. Each compound possesses five hydroxyl groups, with two hydroxyl groups at the C-10 and C-12 positions. The absolute configurations of 1 and 2 (except for positions C-10 and C-12) were determined by Mosher ester methodology. The C-10, C-12 acetonides (1c, 2c) suggested relative stereochemistry and significantly enhanced cytotoxicity against the A-549 human lung tumor cell line. Three known monotetrahydrofuran acetogenins, annonacin A, (2,4-trans)-isoannonacin, and (2,4-cis)-isoannonacin, were also found. New bioactive monotetrahydrofuran Annonaceous acetogenins, annomuricin C and muricatocin C, from the leaves of Annona muricata. Wu FE; Zeng L; Gu ZM; Zhao GX; Zhang Y; Schwedler JT; McLaughlin JL; Sastrodihardjo S J Nat Prod, 58: 6, 1995 Jun, 909-15 Abstract The leaves of Annona muricata have yielded two additional monotetrahydrofuran Annonaceous acetogenins, annomuricin C [1] and muricatocin C [2]. Compounds 1 and 2 each possess five hydroxyl groups; two hydroxyl groups are at the C-10/C-11 and C-10/C-12 positions in 1 and 2, respectively. The absolute configurations of 1 and 2, except for positions C-10 and C-11 or C-12, were determined by Mosher ester methodology. The C-10/C-11 and C-10/C-12 acetonides (1c, 2c) suggested relative stereochemistry and significantly enhanced the cytotoxicities against the A-549 human lung and the MCF-7 human beast solid tumor cell lines. One known onotetrahydrofuran acetogenin, gigantetronenin, not described previously from this plant, was also found. Additional bioactive acetogenins, annomutacin and (2,4-trans and cis)-10R-annonacin-A-ones, from the leaves of Annona muricata. Wu FE; Zhao GX; Zeng L; Zhang Y; Schwedler JT; McLaughlin JL; Sastrodihardjo S J Nat Prod, 58: 9, 1995 Sep, 1430-7 Abstract In a continuation of our research on bioactive components from the leaves of Annona muricata, three novel monotetrahydrofuran Annonaceous acetogenins, namely, annomutacin [1], (2,4-trans)-10R-annonacin-A-one [2], and (2,4-cis)-10R- annonacin-A-one [3], have been identified. Their structures were deduced by ms, nmr, ir, and uv spectral and chemical methods, and the absolute configurations were determined by Mosher ester methodology. A known bioactive amide, N-p-coumaroyl tyramine, was also found. Compound 1 and the mixture of compounds 2 and 3 showed selective cytotoxicities against the human A-549 lung tumor cell line. |