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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/01/12 15:06:17」(JST)

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Plicamycin (INN, also known as mithramycin; trade name Mithracin) is an antineoplastic antibiotic produced by Streptomyces plicatus. It is an RNA synthesis inhibitor.^[1] The manufacturer discontinued production in 2000.

Uses

Plicamycin has been used in the treatment of testicular cancer,^[2]^[3] Paget's disease of bone,^[4]^[5] and, rarely, the management of hypercalcemia.

Plicamycin has been tested in chronic myeloid leukemia.^[6]

Plicamycin is currently used in multiple areas of research, including cancer cell apoptosis^[7] and as a metastasis inhibitor.^[8]

One elucidated pathway shows it interacts by cross-binding chromatin GC-rich promoter motifs, thereby inhibiting gene transcription.^[9]

References

^ "Mithramycin A". Fermentek. http://www.fermentek.co.il/mithramycin_A.htm.
^ Kennedy BJ, Torkelson JL (May 1995). "Long-term follow-up of stage III testicular carcinoma treated with mithramycin (plicamycin)". Med. Pediatr. Oncol. 24 (5): 327–8. doi:10.1002/mpo.2950240511. PMID 7700186.
^ Brown, John H.; Kennedy, B. J. (1965). "Mithramycin in the Treatment of Disseminated Testicular Neoplasms". New England Journal of Medicine 272 (3): 111–8. doi:10.1056/NEJM196501212720301. PMID 14224214.
^ Hall, T; Schaeublin, M; Chambers, TJ (1993). "The Majority of Osteoclasts Require mRNA and Protein Synthesis for Bone Resorption in Vitro". Biochemical and Biophysical Research Communications 195 (3): 1245–53. doi:10.1006/bbrc.1993.2178. PMID 8216256.
^ Remsing, Lily L.; Bahadori, Hamid R.; Carbone, Giuseppina M.; McGuffie, Eileen M.; Catapano, Carlo V.; Rohr, Jürgen (2003). "Inhibition of c-src Transcription by Mithramycin: Structure−Activity Relationships of Biosynthetically Produced Mithramycin Analogues Using the c-src Promoter as Target". Biochemistry 42 (27): 8313–24. doi:10.1021/bi034091z. PMID 12846580.
^ Dutcher JP, Coletti D, Paietta E, Wiernik PH (May 1997). "A pilot study of alpha-interferon and plicamycin for accelerated phase of chronic myeloid leukemia". Leuk. Res. 21 (5): 375–80. doi:10.1016/S0145-2126(96)00108-7. PMID 9225062. http://linkinghub.elsevier.com/retrieve/pii/S0145212696001087.
^ Lee, Tae-Jin; Jung, Eun Mi; Lee, Jung Tae; Kim, Shin; Park, Jong-Wook; Choi, Kyeong Sook; Kwon, Taeg Kyu (2006). "Mithramycin a sensitizes cancer cells to TRAIL-mediated apoptosis by down-regulation of XIAP gene promoter through Sp1 sites". Molecular Cancer Therapeutics 5 (11): 2737–46. doi:10.1158/1535-7163.MCT-06-0426. PMID 17121920.
^ Lin, Ruo-Kai; Hsu, Chun-Hua; Wang, Yi-Ching (2007). "Mithramycin a inhibits DNA methyltransferase and metastasis potential of lung cancer cells". Anti-Cancer Drugs 18 (10): 1157–64. doi:10.1097/CAD.0b013e3282a215e9. PMID 17893516.
^ Majee, Sangita; Chakrabarti, Abhijit (1999). "Membrane interaction of an antitumor antibiotic, mithramycin, with anionic phospholipid vesicles". Biochemical Pharmacology 57 (9): 981–7. doi:10.1016/S0006-2952(98)00374-8. PMID 10796068.

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English Journal

Mithramycin reduces expression of fibro-proliferative mRNAs in human gingival fibroblasts.

Fajardo OA, Thompson K, Parapuram SK, Liu S, Leask A.SourceDepartment of Dentistry, University of Western Ontario, London, ON, Canada.
Cell proliferation.Cell Prolif.2011 Apr;44(2):166-73. doi: 10.1111/j.1365-2184.2011.00738.x.
Fibrosis is characterized by loss of normal structure and function of a tissue or organ resulting from excessive fibroblast proliferation and extracellular matrix production. Currently, there is no efficient treatment for fibrosis. Herein, we test effects of the drug mithramycin, which targets the S
PMID 21401758

A critical role of Sp1 transcription factor in regulating the human Ki-67 gene expression.

Tian H, Qian GW, Li W, Chen FF, Di JH, Zhang BF, Pei DS, Ma P, Zheng JN.SourceLaboratory of Biological Cancer Therapy, Xuzhou Medical College, 84 West Huai-hai Road, Xuzhou, Jiangsu 221002, People's Republic of China.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine.Tumour Biol.2011 Apr;32(2):273-83. Epub 2010 Oct 21.
Ki-67 plays a crucial role in cell proliferation as well as maintenance or regulation of cell division. The mechanism governing the Ki-67 gene expression remains unknown. Thus, we cloned the core promoter of the human Ki-67 gene and further investigated its transcriptional regulation. The putative S
PMID 20963645

Japanese Journal

Differentiation of blasts from patients in vivo and in vitro plicamycin treatment.

SAMPI K.
Leuk Res 11, 1089-1092, 1987
NAID 30008183444

Related Pictures

★リンクテーブル★

リンク元

「ミトラマイシン」

Plicamycin
Systematic (IUPAC) name
	(1S)-5-deoxy-1-C-((2S,3S)-7-{[2,6-dideoxy-3-O-(2,6-dideoxy-β-D-arabino-hexopyranosyl)-β-D-arabino-hexopyranosyl]oxy}-3-{[2,6-dideoxy-3-C-methyl-β-D-ribo-hexopyranosyl-(1→3)-2,6-dideoxy-β-D-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy}-5,10-dihydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl)-1-O-methyl-D-xylulose
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy cat.	X (US)
Legal status	℞-only (US) discontinued
Routes	Intravenous
Identifiers
CAS number	18378-89-7
ATC code	L01DC02
PubChem	CID 5284610
DrugBank	DB06810
ChemSpider	4447655
UNII	NIJ123W41V
KEGG	D00468
ChEMBL	CHEMBL509846
Synonyms	Aureolic acid; Mithracin; Antibiotic LA 7017; Mithramycin A; Mitramycin; Plicatomycin
Chemical data
Formula	C52H76O24
Mol. mass	1085.15 g/mol
	InChI InChI=1S/C52H76O24/c1-18-29(72-34-14-30(43(58)21(4)68-34)73-33-13-28(54)42(57)20(3)67-33)12-26-10-25-11-27(49(66-9)48(63)41(56)19(2)53)50(47(62)39(25)46(61)38(26)40(18)55)76-36-16-31(44(59)23(6)70-36)74-35-15-32(45(60)22(5)69-35)75-37-17-52(8,65)51(64)24(7)71-37/h10,12,19-24,27-28,30-37,41-45,49-51,53-61,64-65H,11,13-17H2,1-9H3/t19-,20-,21-,22-,23-,24-,27?,28-,30-,31-,32-,33+,34+,35+,36+,37+,41+,42-,43+,44-,45-,49+,50+,51-,52+/m1/s1 ; Key:CFCUWKMKBJTWLW-GWRQQDNDSA-N ;
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　　[★]

英: mithramycin
同: プリカマイシン plicamycin

抗悪性腫瘍薬

特徴

クロモマイシン系
日本では市販されていない (SPC.419)

構造

作用機序

薬理作用

骨吸収抑制

抗菌スペクトル

動態

適応

抗腫瘍薬

testicular tumor

高カルシウム血症　←　副作用のためパミドロネートに取って代わられた(ICU.560)

注意

禁忌

副作用

骨髄抑制

[1] "Mithramycin A". Fermentek. http://www.fermentek.co.il/mithramycin_A.htm.

[pmid7700186-2] Kennedy BJ, Torkelson JL (May 1995). "Long-term follow-up of stage III testicular carcinoma treated with mithramycin (plicamycin)". Med. Pediatr. Oncol. 24 (5): 327–8. doi:10.1002/mpo.2950240511. PMID 7700186.

[3] Brown, John H.; Kennedy, B. J. (1965). "Mithramycin in the Treatment of Disseminated Testicular Neoplasms". New England Journal of Medicine 272 (3): 111–8. doi:10.1056/NEJM196501212720301. PMID 14224214.

[4] Hall, T; Schaeublin, M; Chambers, TJ (1993). "The Majority of Osteoclasts Require mRNA and Protein Synthesis for Bone Resorption in Vitro". Biochemical and Biophysical Research Communications 195 (3): 1245–53. doi:10.1006/bbrc.1993.2178. PMID 8216256.

[5] Remsing, Lily L.; Bahadori, Hamid R.; Carbone, Giuseppina M.; McGuffie, Eileen M.; Catapano, Carlo V.; Rohr, Jürgen (2003). "Inhibition of c-src Transcription by Mithramycin: Structure−Activity Relationships of Biosynthetically Produced Mithramycin Analogues Using the c-src Promoter as Target". Biochemistry 42 (27): 8313–24. doi:10.1021/bi034091z. PMID 12846580.

[pmid9225062-6] Dutcher JP, Coletti D, Paietta E, Wiernik PH (May 1997). "A pilot study of alpha-interferon and plicamycin for accelerated phase of chronic myeloid leukemia". Leuk. Res. 21 (5): 375–80. doi:10.1016/S0145-2126(96)00108-7. PMID 9225062. http://linkinghub.elsevier.com/retrieve/pii/S0145212696001087.

[7] Lee, Tae-Jin; Jung, Eun Mi; Lee, Jung Tae; Kim, Shin; Park, Jong-Wook; Choi, Kyeong Sook; Kwon, Taeg Kyu (2006). "Mithramycin a sensitizes cancer cells to TRAIL-mediated apoptosis by down-regulation of XIAP gene promoter through Sp1 sites". Molecular Cancer Therapeutics 5 (11): 2737–46. doi:10.1158/1535-7163.MCT-06-0426. PMID 17121920.

[8] Lin, Ruo-Kai; Hsu, Chun-Hua; Wang, Yi-Ching (2007). "Mithramycin a inhibits DNA methyltransferase and metastasis potential of lung cancer cells". Anti-Cancer Drugs 18 (10): 1157–64. doi:10.1097/CAD.0b013e3282a215e9. PMID 17893516.

[9] Majee, Sangita; Chakrabarti, Abhijit (1999). "Membrane interaction of an antitumor antibiotic, mithramycin, with anionic phospholipid vesicles". Biochemical Pharmacology 57 (9): 981–7. doi:10.1016/S0006-2952(98)00374-8. PMID 10796068.

匿名

検索

案内

案内

plicamycin