MAYTANSINE

MAYTANSINE is a lipid of Polyketides (PK) class. Maytansine is associated with abnormalities such as Myelosuppression and BOSLEY-SALIH-ALORAINY SYNDROME. The involved functions are known as Mutation, Agent, Polymerization, Cell Cycle Arrest and Drug Kinetics. Maytansine often locates in Cytoplasm, Hepatic, Lysosomes, Cell surface and Microtubules. The associated genes with MAYTANSINE are ABCB1 gene, HM13 gene, CNN1 gene, CYP2C8 gene and CYP2D6 gene. The related lipids are Valerates. The related experimental models are Xenograft Model.

Cross Reference

Introduction

To understand associated biological information of MAYTANSINE, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.

What diseases are associated with MAYTANSINE?

MAYTANSINE is suspected in Myelosuppression, BOSLEY-SALIH-ALORAINY SYNDROME and other diseases in descending order of the highest number of associated sentences.

Related references are mostly published in these journals:

Disease Cross reference Weighted score Related literature
Loading... please refresh the page if content is not showing up.

Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with MAYTANSINE

MeSH term MeSH ID Detail
Breast Neoplasms D001943 24 associated lipids
Lung Neoplasms D008175 171 associated lipids
Pancreatic Neoplasms D010190 77 associated lipids
Colonic Neoplasms D003110 161 associated lipids
Mammary Neoplasms, Experimental D008325 67 associated lipids
Body Weight D001835 333 associated lipids
Prostatic Neoplasms D011471 126 associated lipids
Melanoma D008545 69 associated lipids
Brain Diseases D001927 27 associated lipids
Leukemia P388 D007941 43 associated lipids
Per page 10 20 | Total 17

PubChem Associated disorders and diseases

What pathways are associated with MAYTANSINE

There are no associated biomedical information in the current reference collection.

PubChem Biomolecular Interactions and Pathways

Link to PubChem Biomolecular Interactions and Pathways

What cellular locations are associated with MAYTANSINE?

Related references are published most in these journals:

Location Cross reference Weighted score Related literatures
Loading... please refresh the page if content is not showing up.

What functions are associated with MAYTANSINE?


Related references are published most in these journals:

Function Cross reference Weighted score Related literatures

What lipids are associated with MAYTANSINE?

Related references are published most in these journals:

Lipid concept Cross reference Weighted score Related literatures
Loading... please refresh the page if content is not showing up.

What genes are associated with MAYTANSINE?

Related references are published most in these journals:


Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with MAYTANSINE?

Xenograft Model

Xenograft Model are used in the study 'IMGN853, a Folate Receptor-α (FRα)-Targeting Antibody-Drug Conjugate, Exhibits Potent Targeted Antitumor Activity against FRα-Expressing Tumors.' (Ab O et al., 2015).

Related references are published most in these journals:

Model Cross reference Weighted score Related literatures
Loading... please refresh the page if content is not showing up.

NCBI Entrez Crosslinks

All references with MAYTANSINE

Download all related citations
Per page 10 20 50 100 | Total 611
Authors Title Published Journal PubMed Link
Lin J et al. Enhanced production of ansamitocin P-3 by addition of isobutanol in fermentation of Actinosynnema pretiosum. 2011 Bioresour. Technol. pmid:20980145
Mathew J and Perez EA Trastuzumab emtansine in human epidermal growth factor receptor 2-positive breast cancer: a review. 2011 Curr Opin Oncol pmid:21986845
Monneret C [Current impact of natural products in the discovery of anticancer drugs]. 2010 Ann Pharm Fr pmid:20637355
Niculescu-Duvaz I Trastuzumab emtansine, an antibody-drug conjugate for the treatment of HER2+ metastatic breast cancer. 2010 Curr. Opin. Mol. Ther. pmid:20521224
Junutula JR et al. Engineered thio-trastuzumab-DM1 conjugate with an improved therapeutic index to target human epidermal growth factor receptor 2-positive breast cancer. 2010 Clin. Cancer Res. pmid:20805300
Wakankar AA et al. Physicochemical stability of the antibody-drug conjugate Trastuzumab-DM1: changes due to modification and conjugation processes. 2010 Bioconjug. Chem. pmid:20698491
Higa GM et al. Biological considerations and clinical applications of new HER2-targeted agents. 2010 Expert Rev Anticancer Ther pmid:20836684
Lopus M et al. Maytansine and cellular metabolites of antibody-maytansinoid conjugates strongly suppress microtubule dynamics by binding to microtubules. 2010 Mol. Cancer Ther. pmid:20937594
Oroudjev E et al. Maytansinoid-antibody conjugates induce mitotic arrest by suppressing microtubule dynamic instability. 2010 Mol. Cancer Ther. pmid:20937595
Harmrolfs K et al. Cyclization of synthetic seco-proansamitocins to ansamitocin macrolactams by Actinosynnema pretiosum as biocatalyst. 2010 Chembiochem pmid:21077088
Erickson HK et al. Tumor delivery and in vivo processing of disulfide-linked and thioether-linked antibody-maytansinoid conjugates. 2010 Bioconjug. Chem. pmid:19891424
Wang HH et al. Tau overexpression inhibits cell apoptosis with the mechanisms involving multiple viability-related factors. 2010 J. Alzheimers Dis. pmid:20413892
Yao Y et al. Preparative isolation and purification of anti-tumor agent ansamitocin P-3 from fermentation broth of Actinosynnema pretiosum using high-performance counter-current chromatography. 2010 J Sep Sci pmid:20235129
Wei GZ et al. A new antitumour ansamitocin from Actinosynnema pretiosum. 2010 Nat. Prod. Res. pmid:20582809
Kovtun YV et al. Antibody-maytansinoid conjugates designed to bypass multidrug resistance. 2010 Cancer Res. pmid:20197459
Krop IE et al. Phase I study of trastuzumab-DM1, an HER2 antibody-drug conjugate, given every 3 weeks to patients with HER2-positive metastatic breast cancer. 2010 J. Clin. Oncol. pmid:20421541
Jumbe NL et al. Modeling the efficacy of trastuzumab-DM1, an antibody drug conjugate, in mice. 2010 J Pharmacokinet Pharmacodyn pmid:20424896
Lutz RJ and Whiteman KR Antibody-maytansinoid conjugates for the treatment of myeloma. 2009 Nov-Dec MAbs pmid:20068397
Polson AG et al. Antibody-drug conjugates for the treatment of non-Hodgkin's lymphoma: target and linker-drug selection. 2009 Cancer Res. pmid:19258515
Taft F et al. Timing of the Delta(10,12)-Delta(11,13) double bond migration during ansamitocin biosynthesis in Actinosynnema pretiosum. 2009 J. Am. Chem. Soc. pmid:19292483
Wang L et al. Formal total synthesis of N-methylmaysenine. 2009 Org. Lett. pmid:19296671
Ikeda H et al. The monoclonal antibody nBT062 conjugated to cytotoxic Maytansinoids has selective cytotoxicity against CD138-positive multiple myeloma cells in vitro and in vivo. 2009 Clin. Cancer Res. pmid:19509164
Al-Katib AM et al. Superior antitumor activity of SAR3419 to rituximab in xenograft models for non-Hodgkin's lymphoma. 2009 Clin. Cancer Res. pmid:19509168
Tang R et al. P-gp activity is a critical resistance factor against AVE9633 and DM4 cytotoxicity in leukaemia cell lines, but not a major mechanism of chemoresistance in cells from acute myeloid leukaemia patients. 2009 BMC Cancer pmid:19549303
Ng D et al. Constitutive overexpression of asm2 and asm39 increases AP-3 production in the actinomycete Actinosynnema pretiosum. 2009 J. Ind. Microbiol. Biotechnol. pmid:19609582
Zheng B et al. In vivo effects of targeting CD79b with antibodies and antibody-drug conjugates. 2009 Mol. Cancer Ther. pmid:19808977
Haeuw JF et al. [Immunoconjugates, drug-armed antibodies to fight against cancer]. 2009 Med Sci (Paris) pmid:20035677
Galsky MD et al. Phase I trial of the prostate-specific membrane antigen-directed immunoconjugate MLN2704 in patients with progressive metastatic castration-resistant prostate cancer. 2008 J. Clin. Oncol. pmid:18362364
Arai MA et al. Hedgehog/GLI-mediated transcriptional inhibitors from Zizyphus cambodiana. 2008 Bioorg. Med. Chem. pmid:18842418
Lewis Phillips GD et al. Targeting HER2-positive breast cancer with trastuzumab-DM1, an antibody-cytotoxic drug conjugate. 2008 Cancer Res. pmid:19010901
Riechelmann H et al. Phase I trial with the CD44v6-targeting immunoconjugate bivatuzumab mertansine in head and neck squamous cell carcinoma. 2008 Oral Oncol. pmid:18203652
Chari RV Targeted cancer therapy: conferring specificity to cytotoxic drugs. 2008 Acc. Chem. Res. pmid:17705444
Rodon J et al. Cantuzumab mertansine in a three-times a week schedule: a phase I and pharmacokinetic study. 2008 Cancer Chemother. Pharmacol. pmid:18301896
Ishitsuka K et al. Targeting CD56 by the maytansinoid immunoconjugate IMGN901 (huN901-DM1): a potential therapeutic modality implication against natural killer/T cell malignancy. 2008 Br. J. Haematol. pmid:18279455
Taft F et al. Highly active ansamitocin derivatives: mutasynthesis using an AHBA-blocked mutant. 2008 Chembiochem pmid:18381586
Ostermann E et al. Effective immunoconjugate therapy in cancer models targeting a serine protease of tumor fibroblasts. 2008 Clin. Cancer Res. pmid:18628473
Stephan JP et al. Anti-CD22-MCC-DM1 and MC-MMAF conjugates: impact of assay format on pharmacokinetic parameters determination. 2008 Bioconjug. Chem. pmid:18637680
Zhao P et al. Amide N-glycosylation by Asm25, an N-glycosyltransferase of ansamitocins. 2008 Chem. Biol. pmid:18721757
Snipes CE et al. The ansacarbamitocins: polar ansamitocin derivatives. 2007 J. Nat. Prod. pmid:17892263
Goh S et al. An integrative expression vector for Actinosynnema pretiosum. 2007 BMC Biotechnol. pmid:17956638
Sauter A et al. Pharmacokinetics, immunogenicity and safety of bivatuzumab mertansine, a novel CD44v6-targeting immunoconjugate, in patients with squamous cell carcinoma of the head and neck. 2007 Int. J. Oncol. pmid:17332932
Meyer A et al. Chemoenzymatic approaches toward dechloroansamitocin P-3. 2007 Org. Lett. pmid:17378571
Ma J et al. New amide N-glycosides of ansamitocins identified from Actinosynnema pretiosum. 2007 Arch. Pharm. Res. pmid:17679541
Reddy JA et al. Folate receptor-specific antitumor activity of EC131, a folate-maytansinoid conjugate. 2007 Cancer Res. pmid:17616697
Frenzel T et al. Synthesis of the N-acetylcysteamine thioester of seco-proansamitocin. 2006 Org. Lett. pmid:16381586
Kubota T et al. Determination of the cryptic stereochemistry of the first PKS chain-extension step in ansamitocin biosynthesis by Actinosynnema pretiosum. 2006 Chembiochem pmid:16927319
Tijink BM et al. A phase I dose escalation study with anti-CD44v6 bivatuzumab mertansine in patients with incurable squamous cell carcinoma of the head and neck or esophagus. 2006 Clin. Cancer Res. pmid:17062682
Kovtun YV et al. Antibody-drug conjugates designed to eradicate tumors with homogeneous and heterogeneous expression of the target antigen. 2006 Cancer Res. pmid:16540673
Floss HG Combinatorial biosynthesis--potential and problems. 2006 J. Biotechnol. pmid:16414140
Erickson HK et al. Antibody-maytansinoid conjugates are activated in targeted cancer cells by lysosomal degradation and linker-dependent intracellular processing. 2006 Cancer Res. pmid:16618769
Widdison WC et al. Semisynthetic maytansine analogues for the targeted treatment of cancer. 2006 J. Med. Chem. pmid:16821799
Wenzel SC et al. On the biosynthetic origin of methoxymalonyl-acyl carrier protein, the substrate for incorporation of "glycolate" units into ansamitocin and soraphen A. 2006 J. Am. Chem. Soc. pmid:17076505
Fleming MS et al. A reversed-phase high-performance liquid chromatography method for analysis of monoclonal antibody-maytansinoid immunoconjugates. 2005 Anal. Biochem. pmid:15840500
Wang L et al. Structural characterization of the maytansinoid-monoclonal antibody immunoconjugate, huN901-DM1, by mass spectrometry. 2005 Protein Sci. pmid:16081651
Smith SV Technology evaluation: huN901-DM1, ImmunoGen. 2005 Curr. Opin. Mol. Ther. pmid:16121706
Liu Z et al. Metabolism studies of the anti-tumor agent maytansine and its analog ansamitocin P-3 using liquid chromatography/tandem mass spectrometry. 2005 J Mass Spectrom pmid:15674857
Lu SX et al. Mass spectral analyses of labile DOTA-NHS and heterogeneity determination of DOTA or DM1 conjugated anti-PSMA antibody for prostate cancer therapy. 2005 J Pharm Sci pmid:15729708
Lazar AC et al. Analysis of the composition of immunoconjugates using size-exclusion chromatography coupled to mass spectrometry. 2005 Rapid Commun. Mass Spectrom. pmid:15945030
Xie H et al. Pharmacokinetics and biodistribution of the antitumor immunoconjugate, cantuzumab mertansine (huC242-DM1), and its two components in mice. 2004 J. Pharmacol. Exp. Ther. pmid:14634038
Tassone P et al. Cytotoxic activity of the maytansinoid immunoconjugate B-B4-DM1 against CD138+ multiple myeloma cells. 2004 Blood pmid:15292058
Lu C et al. A novel amide N-glycoside of ansamitocins from Actinosynnema pretiosum. 2004 J. Antibiot. pmid:15303496
Nakao H et al. Cytotoxic activity of maytanprine isolated from Maytenus diversifolia in human leukemia K562 cells. 2004 Biol. Pharm. Bull. pmid:15305028
Helft PR et al. A phase I study of cantuzumab mertansine administered as a single intravenous infusion once weekly in patients with advanced solid tumors. 2004 Clin. Cancer Res. pmid:15240523
Tassone P et al. In vitro and in vivo activity of the maytansinoid immunoconjugate huN901-N2'-deacetyl-N2'-(3-mercapto-1-oxopropyl)-maytansine against CD56+ multiple myeloma cells. 2004 Cancer Res. pmid:15231675
Cassady JM et al. Recent developments in the maytansinoid antitumor agents. 2004 Chem. Pharm. Bull. pmid:14709862
Liu Z et al. An API LC/MS/MS quantitation method for ansamitocin P-3 (AP3) and its preclinical pharmacokinetics. 2004 J Pharm Biomed Anal pmid:15533675
Henry MD et al. A prostate-specific membrane antigen-targeted monoclonal antibody-chemotherapeutic conjugate designed for the treatment of prostate cancer. 2004 Cancer Res. pmid:15520207
Smith SV Technology evaluation: cantuzumab mertansine, ImmunoGen. 2004 Curr. Opin. Mol. Ther. pmid:15663331
Cruz-Monserrate Z et al. Dolastatin 15 binds in the vinca domain of tubulin as demonstrated by Hummel-Dreyer chromatography. 2003 Eur. J. Biochem. pmid:12950266
Pullen CB et al. Occurrence and non-detectability of maytansinoids in individual plants of the genera Maytenus and Putterlickia. 2003 Phytochemistry pmid:12620351
Tolcher AW et al. Cantuzumab mertansine, a maytansinoid immunoconjugate directed to the CanAg antigen: a phase I, pharmacokinetic, and biologic correlative study. 2003 J. Clin. Oncol. pmid:12525512
Spiteller P et al. The post-polyketide synthase modification steps in the biosynthesis of the antitumor agent ansamitocin by Actinosynnema pretiosum. 2003 J. Am. Chem. Soc. pmid:14624546
Ross S et al. Prostate stem cell antigen as therapy target: tissue expression and in vivo efficacy of an immunoconjugate. 2002 Cancer Res. pmid:11980648
Carroll BJ et al. Identification of a set of genes involved in the formation of the substrate for the incorporation of the unusual "glycolate" chain extension unit in ansamitocin biosynthesis. 2002 J. Am. Chem. Soc. pmid:11960423
Yu TW et al. The biosynthetic gene cluster of the maytansinoid antitumor agent ansamitocin from Actinosynnema pretiosum. 2002 Proc. Natl. Acad. Sci. U.S.A. pmid:12060743
Moss SJ et al. Identification of asm19 as an acyltransferase attaching the biologically essential ester side chain of ansamitocins using N-desmethyl-4,5-desepoxymaytansinol, not maytansinol, as its substrate. 2002 J. Am. Chem. Soc. pmid:12047169
Ranson M and Sliwkowski MX Perspectives on anti-HER monoclonal antibodies. 2002 Oncology pmid:12422051
Smith S Technology evaluation: C242-DM1, ImmunoGen Inc. 2001 Curr. Opin. Mol. Ther. pmid:11338934
Havens CG et al. Cellular effects of leishmanial tubulin inhibitors on L. donovani. 2000 Mol. Biochem. Parasitol. pmid:11071278
Monneret C and Florent JC [Targeting of antitumor drugs with monoclonal antibodies]. 2000 Bull Cancer pmid:11125291
Werbovetz KA et al. Purification, characterization, and drug susceptibility of tubulin from Leishmania. 1999 Mol. Biochem. Parasitol. pmid:10029309
Rai SS and Wolff J The C terminus of beta-tubulin regulates vinblastine-induced tubulin polymerization. 1998 Proc. Natl. Acad. Sci. U.S.A. pmid:9539723
Jordan A et al. Tubulin as a target for anticancer drugs: agents which interact with the mitotic spindle. 1998 Med Res Rev pmid:9664292
Ladino CA et al. Folate-maytansinoids: target-selective drugs of low molecular weight. 1997 Int. J. Cancer pmid:9399666
Liu C et al. Eradication of large colon tumor xenografts by targeted delivery of maytansinoids. 1996 Proc. Natl. Acad. Sci. U.S.A. pmid:8710920
David B et al. Rhazinilam mimics the cellular effects of taxol by different mechanisms of action. 1994 Cell Motil. Cytoskeleton pmid:7954858
Sinha S and Jain S Natural products as anticancer agents. 1994 Prog Drug Res pmid:7916160
Fellous A et al. Removal of the projection domain of microtubule-associated protein 2 alters its interaction with tubulin. 1994 J. Protein Chem. pmid:7986343
Sawada T et al. A fluorescent probe and a photoaffinity labeling reagent to study the binding site of maytansine and rhizoxin on tubulin. 1993 Jul-Aug Bioconjug. Chem. pmid:8218485
Novelo M et al. Cytotoxic constituents from Hyptis verticillata. 1993 J. Nat. Prod. pmid:8277312
Iwasaki S [Inhibitors of tubulin assembly: specially on rhizoxin-maytansine site ligands]. 1993 Tanpakushitsu Kakusan Koso pmid:8210422
Okamoto K et al. Therapeutic effect of ansamitocin targeted to tumor by a bispecific monoclonal antibody. 1992 Jpn. J. Cancer Res. pmid:1517150
Yue XF et al. Cytotoxic activity of trewiasine in 4 human cancer cell lines and 5 murine tumors. 1992 Zhongguo Yao Li Xue Bao pmid:1442109
Chari RV et al. Immunoconjugates containing novel maytansinoids: promising anticancer drugs. 1992 Cancer Res. pmid:1727373
Li Y et al. Binding selectivity of rhizoxin, phomopsin A, vinblastine, and ansamitocin P-3 to fungal tubulins: differential interactions of these antimitotic agents with brain and fungal tubulins. 1992 Biochem. Biophys. Res. Commun. pmid:1530630
Li Y et al. Interaction of phomopsin A with porcine brain tubulin. Inhibition of tubulin polymerization and binding at a rhizoxin binding site. 1992 Biochem. Pharmacol. pmid:1739410
Hamel E Natural products which interact with tubulin in the vinca domain: maytansine, rhizoxin, phomopsin A, dolastatins 10 and 15 and halichondrin B. 1992 Pharmacol. Ther. pmid:1287674
Tan GT et al. Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. 1991 Jan-Feb J. Nat. Prod. pmid:1710653
Bai RL et al. Halichondrin B and homohalichondrin B, marine natural products binding in the vinca domain of tubulin. Discovery of tubulin-based mechanism of action by analysis of differential cytotoxicity data. 1991 J. Biol. Chem. pmid:1874739
Mujagić H and Mujagić Z Detection of pleiotropic drug resistance by the rapid immunofluorescence assay of drug effects on the cell skeleton. 1991 Oncology pmid:2023698