Literature DB >> 31798193

Novel Annonaceous acetogenins from Graviola (Annona muricata) fruits with strong anti-proliferative activity.

Shi Sun1, Jingchun Liu1, Xiuxiu Sun1, Wenjun Zhu1, Fei Yang1, Lisa Felczak1, Q Ping Dou2, Kequan Zhou1.   

Abstract

Five bioactive Annonaceous acetogenins, including three new compounds, annonamuricins A (1), B (2), and C (3), one registered but no spectral data reported compounds, annonamuricin D (4), and one known compound annonacin (5) were isolated from Graviola fruit (Annona muricata) and further determined through bioassay-guided fractionation. All five compounds are C35 Anonnonaceous acetogenins with a mono-tetrahydrofuran ring and four hydroxyls. Their structures were elucidated using spectral methods as well as chemical modification after isolation via chromatographic techniques and HPLC purification. These acetogenins demonstrated potent anti-proliferative activities against human prostate cancer PC-3 cells.

Entities:  

Keywords:  Annona muricata; Annonamuricin; Anonnonaceous acetogenins; Human prostate cancer PC-3 cells

Year:  2017        PMID： 31798193      PMCID： PMC6887104          DOI： 10.1016/j.tetlet.2017.04.016

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  26 in total

Review 1.  Annonaceous acetogenins: recent progress.

Authors:  F Q Alali; X X Liu; J L McLaughlin
Journal:  J Nat Prod       Date:  1999-03       Impact factor: 4.050

2.  Antitumor activity of annonaceous acetogenins in HepS and S180 xenografts bearing mice.

Authors:  Yong Chen; Jian-wei Chen; Sha-sha Xu; Yu Wang; Xiang Li; Bao-chang Cai; Nai-bing Fan
Journal:  Bioorg Med Chem Lett       Date:  2012-03-12       Impact factor: 2.823

3.  Cytotoxic bistetrahydrofuran annonaceous acetogenins from the seeds of Annona squamosa.

Authors:  Yong Chen; Jian-Wei Chen; Xiang Li
Journal:  J Nat Prod       Date:  2011-10-19       Impact factor: 4.050

Review 4.  Recent advances in Annonaceous acetogenins.

Authors:  L Zeng; Q Ye; N H Oberlies; G Shi; Z M Gu; K He; J L McLaughlin
Journal:  Nat Prod Rep       Date:  1996-08       Impact factor: 13.423

5.  Three new anti-proliferative Annonaceous acetogenins with mono-tetrahydrofuran ring from graviola fruit (Annona muricata).

Authors:  Shi Sun; Jingchun Liu; Hoda Kadouh; Xiuxiu Sun; Kequan Zhou
Journal:  Bioorg Med Chem Lett       Date:  2014-04-18       Impact factor: 2.823

6.  Applying Mosher's method to acetogenins bearing vicinal diols. The absolute configurations of muricatetrocin C and rollidecins A and B, new bioactive acetogenins from Rollinia mucosa.

Authors:  G Shi; Z M Gu; K He; K V Wood; L Zeng; Q Ye; J M MacDougal; J L McLaughlin
Journal:  Bioorg Med Chem       Date:  1996-08       Impact factor: 3.641

7.  Annonacin, a novel, biologically active polyketide from Annona densicoma.

Authors:  T G McCloud; D L Smith; C J Chang; J M Cassady
Journal:  Experientia       Date:  1987-08-15

8.  In vitro antitumor structure-activity relationships of threo/trans/threo mono-tetrahydrofuranic acetogenins: correlations with their inhibition of mitochondrial complex I.

Authors:  José R Tormo; Inmaculada Royo; Teresa Gallardo; M Carmen Zafra-Polo; Pilar Hernández; Diego Cortes; Fernando Peláez
Journal:  Oncol Res       Date:  2003       Impact factor: 5.574

9.  Annonacin, a mono-tetrahydrofuran acetogenin, arrests cancer cells at the G1 phase and causes cytotoxicity in a Bax- and caspase-3-related pathway.

Authors:  Shyng-Shiou F Yuan; Hsueh-Ling Chang; Hsiao-Wen Chen; Yao-Tsung Yeh; Ying-Hsien Kao; Kuei-Hsiang Lin; Yang-Chang Wu; Jinu-Huang Su
Journal:  Life Sci       Date:  2003-05-09       Impact factor: 5.037

10.  Selective action of acetogenin mitochondrial complex I inhibitors.

Authors:  Azucena González-Coloma; Ana Guadaño; Concepción de Inés; Rafael Martínez-Díaz; Diego Cortes
Journal:  Z Naturforsch C J Biosci       Date:  2002 Nov-Dec
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  3 in total

1.  Protective potentials of Annona muricata fruit pulp on etoposide-induced gastrointestinal toxicity in Wistar rats.

Authors:  Shyamala Nayak; Gayathri M Rao; Aradhana Marathe; M Vyshnavi
Journal:  J Carcinog       Date:  2019-10-11

2.  Antitumour activity of Annona muricata L. leaf methanol extracts against Ehrlich Ascites Carcinoma and Dalton's Lymphoma Ascites mediated tumours in Swiss albino mice.

Authors:  Aditi Venkatesh Naik; Shanti N Dessai; Krishnan Sellappan
Journal:  Libyan J Med       Date:  2021-12       Impact factor: 1.657

3.  Phytochemical Analysis of the Fruit Pulp Extracts from Annona crassiflora Mart. and Evaluation of Their Antioxidant and Antiproliferative Activities.

Authors:  Natale Cristine C Carvalho; Odair S Monteiro; Claudia Q da Rocha; Giovanna B Longato; Robert E Smith; Joyce Kelly R da Silva; José Guilherme S Maia
Journal:  Foods       Date:  2022-07-13
  3 in total

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