Literature DB >> 18977148

Discovery of new pyridoacridine alkaloids from Lissoclinum cf. badium that inhibit the ubiquitin ligase activity of Hdm2 and stabilize p53.

Jason A Clement1, Jirouta Kitagaki, Yili Yang, Carrie J Saucedo, Barry R O'Keefe, Allan M Weissman, Tawnya C McKee, James B McMahon.   

Abstract

Compounds that stabilize p53 could suppress tumors providing a additional tool to fight cancer. Mdm2, and the human ortholog, Hdm2 serve as ubiquitin E3 ligases and target p53 for ubiquitylation and degradation. Inhibition of Hdm2 stabilizes p53, inhibits cell proliferation and induces apoptosis. Using HTS to discover inhibitors, we identified three new alkaloids, isolissoclinotoxin B, diplamine B, and lissoclinidine B from Lissoclinum cf. badium. Lissoclinidine B inhibited ubiquitylation and degradation of p53, and selectively killed transformed cells harboring wild-type p53, suggesting this compound could be used to develop new treatments.

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Year:  2008        PMID: 18977148      PMCID: PMC2718708          DOI: 10.1016/j.bmc.2008.10.024

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  36 in total

1.  Mdm2 is a RING finger-dependent ubiquitin protein ligase for itself and p53.

Authors:  S Fang; J P Jensen; R L Ludwig; K H Vousden; A M Weissman
Journal:  J Biol Chem       Date:  2000-03-24       Impact factor: 5.157

Review 2.  Natural products as sources of new drugs over the period 1981-2002.

Authors:  David J Newman; Gordon M Cragg; Kenneth M Snader
Journal:  J Nat Prod       Date:  2003-07       Impact factor: 4.050

3.  Isolation and structure elucidation of Chlorofusin, a novel p53-MDM2 antagonist from a Fusarium sp.

Authors:  S J Duncan; S Grüschow; D H Williams; C McNicholas; R Purewal; M Hajek; M Gerlitz; S Martin; S K Wrigley; M Moore
Journal:  J Am Chem Soc       Date:  2001-01-31       Impact factor: 15.419

4.  Haterumaimides F-I, four new cytotoxic diterpene alkaloids from an ascidian Lissoclinum species.

Authors:  M J Uddin; S Kokubo; K Ueda; K Suenaga; D Uemura
Journal:  J Nat Prod       Date:  2001-09       Impact factor: 4.050

5.  The initial evaluation of non-peptidic small-molecule HDM2 inhibitors based on p53-HDM2 complex structure.

Authors:  Jianhua Zhao; Mijuan Wang; Jie Chen; Aiping Luo; Xiuqin Wang; Min Wu; Dali Yin; Zhihua Liu
Journal:  Cancer Lett       Date:  2002-09-08       Impact factor: 8.679

6.  Induction of p57(KIP2) expression by p73beta.

Authors:  Eva Balint; Andrew C Phillips; Serguei Kozlov; Colin L Stewart; Karen H Vousden
Journal:  Proc Natl Acad Sci U S A       Date:  2002-03-12       Impact factor: 11.205

7.  Bistratamides E-J, modified cyclic hexapeptides from the Philippines ascidian Lissoclinum bistratum.

Authors:  Lark J Perez; D John Faulkner
Journal:  J Nat Prod       Date:  2003-02       Impact factor: 4.050

8.  Identification of inhibitors for MDM2 ubiquitin ligase activity from natural product extracts by a novel high-throughput electrochemiluminescent screen.

Authors:  Christy A Sasiela; David H Stewart; Jirouta Kitagaki; Yassamin J Safiran; Yili Yang; Allan M Weissman; Pankaj Oberoi; Ilia V Davydov; Ekaterina Goncharova; John A Beutler; James B McMahon; Barry R O'Keefe
Journal:  J Biomol Screen       Date:  2008-02-12

9.  In vivo activation of the p53 pathway by small-molecule antagonists of MDM2.

Authors:  Lyubomir T Vassilev; Binh T Vu; Bradford Graves; Daisy Carvajal; Frank Podlaski; Zoran Filipovic; Norman Kong; Ursula Kammlott; Christine Lukacs; Christian Klein; Nader Fotouhi; Emily A Liu
Journal:  Science       Date:  2004-01-02       Impact factor: 47.728

Review 10.  Inhibiting the p53-MDM2 interaction: an important target for cancer therapy.

Authors:  Patrick Chène
Journal:  Nat Rev Cancer       Date:  2003-02       Impact factor: 60.716

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  12 in total

1.  TRIM proteins and cancer.

Authors:  Shigetsugu Hatakeyama
Journal:  Nat Rev Cancer       Date:  2011-10-07       Impact factor: 60.716

Review 2.  Targeting the ubiquitin pathway for cancer treatment.

Authors:  Jia Liu; Shavali Shaik; Xiangpeng Dai; Qiong Wu; Xiuxia Zhou; Zhiwei Wang; Wenyi Wei
Journal:  Biochim Biophys Acta       Date:  2014-12-04

3.  Dual targeting of MDM2 with a novel small-molecule inhibitor overcomes TRAIL resistance in cancer.

Authors:  Anup Kumar Singh; Shikha S Chauhan; Sudhir Kumar Singh; Ved Vrat Verma; Akhilesh Singh; Rakesh Kumar Arya; Shrankhla Maheshwari; Md Sohail Akhtar; Jayanta Sarkar; Vivek M Rangnekar; Prem M S Chauhan; Dipak Datta
Journal:  Carcinogenesis       Date:  2016-11-01       Impact factor: 4.944

Review 4.  Bioactive compounds from marine invertebrates as potent anticancer drugs: the possible pharmacophores modulating cell death pathways.

Authors:  Srimanta Patra; Prakash Priyadarshi Praharaj; Debasna Pritimanjari Panigrahi; Biswajit Panda; Chandra Sekhar Bhol; Kewal Kumar Mahapatra; Soumya Ranjan Mishra; Bishnu Prasad Behera; Mrutyunjay Jena; Gautam Sethi; Shankargouda Patil; Samir Kumar Patra; Sujit Kumar Bhutia
Journal:  Mol Biol Rep       Date:  2020-08-14       Impact factor: 2.316

5.  Discovery of Mdm2-MdmX E3 ligase inhibitors using a cell-based ubiquitination assay.

Authors:  Ariel G Herman; Miki Hayano; Masha V Poyurovsky; Kenichi Shimada; Rachid Skouta; Carol Prives; Brent R Stockwell
Journal:  Cancer Discov       Date:  2011-07-28       Impact factor: 39.397

6.  Evaluation of pyridoacridine alkaloids in a zebrafish phenotypic assay.

Authors:  Xiaomei Wei; Tim S Bugni; Mary Kay Harper; Imelda T Sandoval; Elizabeth J Manos; Jennifer Swift; Ryan M Van Wagoner; David A Jones; Chris M Ireland
Journal:  Mar Drugs       Date:  2010-06-02       Impact factor: 5.118

Review 7.  Natural products targeting the p53-MDM2 pathway and mutant p53: Recent advances and implications in cancer medicine.

Authors:  Jiang-Jiang Qin; Xin Li; Courtney Hunt; Wei Wang; Hui Wang; Ruiwen Zhang
Journal:  Genes Dis       Date:  2018-07-20

Review 8.  A journey under the sea: the quest for marine anti-cancer alkaloids.

Authors:  Rita Tohme; Nadine Darwiche; Hala Gali-Muhtasib
Journal:  Molecules       Date:  2011-11-23       Impact factor: 4.411

9.  Development of a High-throughput NanoBRET Screening Platform to Identify Modulators of the RAS/RAF Interaction.

Authors:  David E Durrant; Emily A Smith; Ekaterina I Goncharova; Nirmala Sharma; Patrick A Alexander; Andrew G Stephen; Curtis J Henrich; Deborah K Morrison
Journal:  Mol Cancer Ther       Date:  2021-06-22       Impact factor: 6.009

Review 10.  Pyridinoacridine alkaloids of marine origin: NMR and MS spectral data, synthesis, biosynthesis and biological activity.

Authors:  Louis P Sandjo; Victor Kuete; Maique W Biavatti
Journal:  Beilstein J Org Chem       Date:  2015-09-18       Impact factor: 2.883

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