Lactimidomycin

Lactimidomycin
INN
Drug class
Routes of administration
Pregnancy category
Bioavailability
Metabolism
Elimination half-life
Excretion
Legal status
CAS Number	134869-15-1
PubChem	11669726
DrugBank
ChemSpider	9844457
KEGG

Lactimidomycin is a glutarimide antibiotic derived from the bacteria Streptomyces amphibiosporus.^[1]^[2] It has antifungal, antiviral and anti-cancer properties, acting as a direct inhibitor of protein translation in ribosomes.^[3]^[4]^[5] Antiviral activity is seen against a variety of RNA viruses including flaviviruses such as dengue fever, Kunjin virus and Modoc virus, as well as vesicular stomatitis virus and poliovirus.^[6] As lactimidomycin is a natural product containing an unusual unsaturated 12-membered lactone ring, it has been the subject of numerous total synthesis approaches.^[7]^[8]^[9]^[10]

References

↑ Sugawara K, Nishiyama Y, Toda S, Komiyama N, Hatori M, Moriyama T, Sawada Y, Kamei H, Konishi M, Oki T. Lactimidomycin, a new glutarimide group antibiotic. Production, isolation, structure and biological activity. J Antibiot (Tokyo). 1992 Sep;45(9):1433-41.
↑ Ju J, Seo JW, Her Y, Lim SK, Shen B. New lactimidomycin congeners shed insight into lactimidomycin biosynthesis in Streptomyces amphibiosporus. Org Lett. 2007 Dec 6;9(25):5183-6.
↑ Schneider-Poetsch T, Ju J, Eyler DE, Dang Y, Bhat S, Merrick WC, Green R, Shen B, Liu JO. Inhibition of eukaryotic translation elongation by cycloheximide and lactimidomycin. Nat Chem Biol. 2010 Mar;6(3):209-217.
↑ Micoine K, Persich P, Llaveria J, Lam MH, Maderna A, Loganzo F, Fürstner A. Total syntheses and biological reassessment of lactimidomycin, isomigrastatin and congener glutarimide antibiotics. Chemistry. 2013 Jun 3;19(23):7370-83. doi: 10.1002/chem.201300393.
↑ Garreau de Loubresse N, Prokhorova I, Holtkamp W, Rodnina MV, Yusupova G, Yusupov M. Structural basis for the inhibition of the eukaryotic ribosome. Nature. 2014 Sep 25;513(7519):517-22. doi: 10.1038/nature13737.
↑ Carocci M, Yang PL. Lactimidomycin is a broad-spectrum inhibitor of dengue and other RNA viruses. Antiviral Res. 2016 Apr;128:57-62. doi: 10.1016/j.antiviral.2016.02.005
↑ Micoine K, Fürstner A. Concise total synthesis of the potent translation and cell migration inhibitor lactimidomycin. J Am Chem Soc. 2010 Oct 13;132(40):14064-6. doi: 10.1021/ja107141p.
↑ Larsen BJ, Sun Z, Nagorny P. Synthesis of eukaryotic translation elongation inhibitor lactimidomycin via Zn(II)-mediated Horner-Wadsworth-Emmons macrocyclization. Org Lett. 2013 Jun 21;15(12):2998-3001. doi: 10.1021/ol401186f.
↑ Nagasawa T, Kuwahara S. Formal total synthesis of lactimidomycin. Org Lett. 2013 Jun 21;15(12):3002-5. doi: 10.1021/ol401214f.
↑ Larsen BJ, Sun Z, Lachacz E, Khomutnyk Y, Soellner MB, Nagorny P. Synthesis and Biological Evaluation of Lactimidomycin and Its Analogues. Chemistry. 2015 Dec 21;21(52):19159-67. doi: 10.1002/chem.201503527.

   This article is a antiinfective drug stub. You can help WikiMD by expanding it!

   This article is a medical stub. You can help WikiMD by expanding it!

Lactimidomycin

Navigation: Wellness - Encyclopedia - Health topics - Disease Index‏‎ - Drugs - World Directory - Gray's Anatomy - Keto diet - Recipes

Transform your life with W8MD's budget GLP-1 injections from $125.

W8MD offers a medical weight loss program to lose weight in Philadelphia. Our physician-supervised medical weight loss provides:

- Weight loss injections in NYC (generic and brand names):
- Zepbound / Mounjaro, Wegovy / Ozempic, Saxenda
Most insurances accepted or discounted self-pay rates. We will obtain insurance prior authorizations if needed.
- Generic GLP1 weight loss injections from $125 for the starting dose.
Also offer prescription weight loss medications including Phentermine, Qsymia, Diethylpropion, Contrave etc.

NYC weight loss doctor appointments

Start your NYC weight loss journey today at our NYC medical weight loss and Philadelphia medical weight loss clinics.

Call 718-946-5500 to lose weight in NYC or for medical weight loss in Philadelphia 215-676-2334.
Tags:NYC medical weight loss, Philadelphia lose weight Zepbound NYC, Budget GLP1 weight loss injections, Wegovy Philadelphia, Wegovy NYC, Philadelphia medical weight loss, Brookly weight loss and Wegovy NYC

Advertise on WikiMD

WikiMD's Wellness Encyclopedia

Let Food Be Thy Medicine
Medicine Thy Food - Hippocrates

Medical Disclaimer: WikiMD is not a substitute for professional medical advice. The information on WikiMD is provided as an information resource only, may be incorrect, outdated or misleading, and is not to be used or relied on for any diagnostic or treatment purposes. Please consult your health care provider before making any healthcare decisions or for guidance about a specific medical condition. WikiMD expressly disclaims responsibility, and shall have no liability, for any damages, loss, injury, or liability whatsoever suffered as a result of your reliance on the information contained in this site. By visiting this site you agree to the foregoing terms and conditions, which may from time to time be changed or supplemented by WikiMD. If you do not agree to the foregoing terms and conditions, you should not enter or use this site. See full disclaimer.
Credits:Most images are courtesy of Wikimedia commons, and templates, categories Wikipedia, licensed under CC BY SA or similar.

Translate this page: - East Asian 中文, 日本, 한국어, South Asian हिन्दी, தமிழ், తెలుగు, Urdu, ಕನ್ನಡ, Southeast Asian Indonesian, Vietnamese, Thai, မြန်မာဘာသာ, বাংলা
European español, Deutsch, français, Greek, português do Brasil, polski, română, русский, Nederlands, norsk, svenska, suomi, Italian
Middle Eastern & African عربى, Turkish, Persian, Hebrew, Afrikaans, isiZulu, Kiswahili,
Other Bulgarian, Hungarian, Czech, Swedish, മലയാളം, मराठी, ਪੰਜਾਬੀ, ગુજરાતી, Portuguese, Ukrainian

[1] Sugawara K, Nishiyama Y, Toda S, Komiyama N, Hatori M, Moriyama T, Sawada Y, Kamei H, Konishi M, Oki T. Lactimidomycin, a new glutarimide group antibiotic. Production, isolation, structure and biological activity. J Antibiot (Tokyo). 1992 Sep;45(9):1433-41.

[2] Ju J, Seo JW, Her Y, Lim SK, Shen B. New lactimidomycin congeners shed insight into lactimidomycin biosynthesis in Streptomyces amphibiosporus. Org Lett. 2007 Dec 6;9(25):5183-6.

[3] Schneider-Poetsch T, Ju J, Eyler DE, Dang Y, Bhat S, Merrick WC, Green R, Shen B, Liu JO. Inhibition of eukaryotic translation elongation by cycloheximide and lactimidomycin. Nat Chem Biol. 2010 Mar;6(3):209-217.

[4] Micoine K, Persich P, Llaveria J, Lam MH, Maderna A, Loganzo F, Fürstner A. Total syntheses and biological reassessment of lactimidomycin, isomigrastatin and congener glutarimide antibiotics. Chemistry. 2013 Jun 3;19(23):7370-83. doi: 10.1002/chem.201300393.

[5] Garreau de Loubresse N, Prokhorova I, Holtkamp W, Rodnina MV, Yusupova G, Yusupov M. Structural basis for the inhibition of the eukaryotic ribosome. Nature. 2014 Sep 25;513(7519):517-22. doi: 10.1038/nature13737.

[6] Carocci M, Yang PL. Lactimidomycin is a broad-spectrum inhibitor of dengue and other RNA viruses. Antiviral Res. 2016 Apr;128:57-62. doi: 10.1016/j.antiviral.2016.02.005

[7] Micoine K, Fürstner A. Concise total synthesis of the potent translation and cell migration inhibitor lactimidomycin. J Am Chem Soc. 2010 Oct 13;132(40):14064-6. doi: 10.1021/ja107141p.

[8] Larsen BJ, Sun Z, Nagorny P. Synthesis of eukaryotic translation elongation inhibitor lactimidomycin via Zn(II)-mediated Horner-Wadsworth-Emmons macrocyclization. Org Lett. 2013 Jun 21;15(12):2998-3001. doi: 10.1021/ol401186f.

[9] Nagasawa T, Kuwahara S. Formal total synthesis of lactimidomycin. Org Lett. 2013 Jun 21;15(12):3002-5. doi: 10.1021/ol401214f.

[10] Larsen BJ, Sun Z, Lachacz E, Khomutnyk Y, Soellner MB, Nagorny P. Synthesis and Biological Evaluation of Lactimidomycin and Its Analogues. Chemistry. 2015 Dec 21;21(52):19159-67. doi: 10.1002/chem.201503527.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

[9]

[10]