迟缓真杆菌培养物对洋地黄毒苷的还原性失活作用。
Reductive inactivation of digitoxin by Eubacterium lentum cultures.
作者信息
Chandrasekaran A, Robertson L W, Reuning R H
出版信息
Appl Environ Microbiol. 1987 Apr;53(4):901-4. doi: 10.1128/aem.53.4.901-904.1987.
Abstract
The obligate anaerobe Eubacterium lentum inactivated the cardiac glycoside digitoxin by reducing the double bond in the lactone ring. This conversion was quantitative when the substrate was incubated at a concentration of 10 micrograms/ml. The reduction reaction coincided with the growth phase of the bacterium. The stereochemical configuration at C-20 of the reduction product dihydrodigitoxin was found to be R. Incubation of digitoxigenin and its mono- and bisdigitoxosides individually with E. lentum led to the formation of their respective dihydro derivatives. The configuration at C-20 of these reduced metabolites was also found to be R.
摘要
专性厌氧菌迟缓真杆菌通过还原内酯环中的双键使强心苷洋地黄毒苷失活。当底物以10微克/毫升的浓度孵育时，这种转化是定量的。还原反应与细菌的生长阶段一致。发现还原产物二氢洋地黄毒苷在C-20处的立体化学构型为R。分别将洋地黄毒苷元及其单洋地黄毒糖苷和双洋地黄毒糖苷与迟缓真杆菌一起孵育，导致形成它们各自的二氢衍生物。还发现这些还原代谢物在C-20处的构型也是R。
相似文献
1
Reductive inactivation of digitoxin by Eubacterium lentum cultures.迟缓真杆菌培养物对洋地黄毒苷的还原性失活作用。
Appl Environ Microbiol. 1987 Apr;53(4):901-4. doi: 10.1128/aem.53.4.901-904.1987.
2
Inactivation of digoxin by Eubacterium lentum, an anaerobe of the human gut flora.
Trans Assoc Am Physicians. 1982;95:22-9.
3
Reduction of digoxin to 20R-dihydrodigoxin by cultures of Eubacterium lentum.迟缓真杆菌培养物将地高辛还原为20R-二氢地高辛。
Appl Environ Microbiol. 1986 Jun;51(6):1300-3. doi: 10.1128/aem.51.6.1300-1303.1986.
4
Digoxin-inactivating bacteria: identification in human gut flora.地高辛灭活菌：在人体肠道菌群中的鉴定
Science. 1983 Apr 15;220(4594):325-7. doi: 10.1126/science.6836275.
5
Biotransformation of linoleic acid and bile acids by Eubacterium lentum.迟缓真杆菌对亚油酸和胆汁酸的生物转化
Appl Environ Microbiol. 1984 Jan;47(1):39-43. doi: 10.1128/aem.47.1.39-43.1984.
6
Reduction of oxalate content of foods by the oxalate degrading bacterium, Eubacterium lentum WYH-1.迟缓真杆菌WYH-1降解草酸盐降低食物中草酸盐含量
Int J Urol. 1996 Jan;3(1):31-4. doi: 10.1111/j.1442-2042.1996.tb00626.x.
7
Evidence for the involvement of a distinct form of cytochrome P450 3A in the oxidation of digitoxin by rat liver microsomes.大鼠肝微粒体中一种独特形式的细胞色素P450 3A参与洋地黄毒苷氧化的证据。
J Biochem Toxicol. 1992 Spring;7(1):53-64. doi: 10.1002/jbt.2570070110.
8
Bile salt 3 alpha- and 12 alpha-hydroxysteroid dehydrogenases from Eubacterium lentum and related organisms.迟缓真杆菌及相关生物中的胆汁盐3α-和12α-羟基类固醇脱氢酶。
Appl Environ Microbiol. 1979 May;37(5):992-1000. doi: 10.1128/aem.37.5.992-1000.1979.
9
Enhanced transformation of digitoxin to dihydrodigitoxin in humans with renal failure.肾功能衰竭患者体内洋地黄毒苷向二氢洋地黄毒苷的转化增强。
J Clin Pharmacol. 1979 Apr;19(4):195-9. doi: 10.1002/j.1552-4604.1979.tb01651.x.
10
Digitoxin and its metabolites in patients with liver cirrhosis.
Eur J Drug Metab Pharmacokinet. 1993 Apr-Jun;18(2):207-13. doi: 10.1007/BF03188797.
引用本文的文献
1
Microbial metabolism marvels: a comprehensive review of microbial drug transformation capabilities.微生物代谢的奇迹：微生物药物转化能力的综合评述。
Gut Microbes. 2024 Jan-Dec;16(1):2387400. doi: 10.1080/19490976.2024.2387400. Epub 2024 Aug 16.
2
In vitro transformation of the tremorgenic mycotoxin verruculogen.产震颤素霉菌毒素疣孢菌素的体外转化。
Mycotoxin Res. 1992 Mar;8(1):2-8. doi: 10.1007/BF03192208.
本文引用的文献
1
Selective-differential medium for isolation and differentiation of pectinatus from other brewery microorganisms.用于从其他啤酒厂微生物中分离和鉴别果胶杆菌的选择性差异培养基。
Appl Environ Microbiol. 1981 Feb;41(2):386-7. doi: 10.1128/aem.41.2.386-387.1981.
2
THE METABOLISM OF DIGOXIN IN NORMAL SUBJECTS.正常受试者体内地高辛的代谢
J Pharmacol Exp Ther. 1964 Aug;145:203-9.
3
Studies on the renal excretion of radioactive digitoxin in human subjects with cardiac failure.心力衰竭患者体内放射性洋地黄毒苷肾排泄的研究。
Circulation. 1953 Feb;7(2):161-8. doi: 10.1161/01.cir.7.2.161.
4
Inactivation of digoxin by the gut flora: reversal by antibiotic therapy.肠道菌群对洋地黄毒苷的灭活作用：抗生素治疗可使其逆转。
N Engl J Med. 1981 Oct 1;305(14):789-94. doi: 10.1056/NEJM198110013051403.
5
Urinary excretion of reduced metabolites of digoxin.地高辛还原代谢产物的尿排泄
Am J Med. 1981 Jul;71(1):67-74. doi: 10.1016/0002-9343(81)90260-6.
6
Inactivation of digoxin by Eubacterium lentum, an anaerobe of the human gut flora.
Trans Assoc Am Physicians. 1982;95:22-9.
7
Digoxin-inactivating bacteria: identification in human gut flora.地高辛灭活菌：在人体肠道菌群中的鉴定
Science. 1983 Apr 15;220(4594):325-7. doi: 10.1126/science.6836275.
8
Spectral analysis of the configuration and solution conformation of dihydrodigoxigenin epimers.二氢地高辛配基差向异构体的构型和溶液构象的光谱分析。
J Pharm Sci. 1983 Mar;72(3):271-4. doi: 10.1002/jps.2600720315.
9
Unusually large digitalis requirements. A study of altered digoxin metabolism.
Am J Med. 1968 Aug;45(2):322-8. doi: 10.1016/0002-9343(68)90049-1.
10
Identification by gas chromatography-mass spectroscopy of dihydrodigoxin--a metabolite of digoxin in man.通过气相色谱-质谱联用技术鉴定人体内地高辛的代谢产物二氢地高辛。
J Pharmacol Exp Ther. 1973 Feb;184(2):424-31.
Zotero 插件