Synthetic studies towards steroid-amino acid hybrids

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry

Volumn 48, Issue 7, 2009, Pages 989-995

  Shagufta, Ritesh Singh ^a   Panda, Gautam ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

Amino acids; Hybrid; Macrolactonization; Steroid; Yamaguchi coupling

Indexed keywords

EID: 69949106059     PISSN: 03764699     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (41)

1. Floss H, Nat Prod Rep. 14, 1997, 433;
2. (a) Nicolaou K C, Vourloumis D, Winssinger N & Baran P S, Angew Chem Int Ed (Engl). 39, 2000, 44 and references cited there in.
3. Mehta G & Singh V, Chem Soc Rev. 31, 2002, 324 and references cited therein;
4. (b) Tietze L F, Hannemann R, Buhr W, Logers M, Menningen P, Lieb M, Starek D, Grote T, Döring A & Schuberth I, Angew Chem Int Ed (Engl). 35, 1996, 2674;
5. (c) De Riccardis F, Izzo I, Di Filippo M, Sodano G, D'Acquisto F & Carnuccio R, Tetrahedron, 53, 1997, 10871;
6. (d) Masters J J, Jung D K, Danishefsky S J, Zinder L B. Park T K, Isaccs R C A, Alaimo C A & Young W B, Angew Chem Int Ed (Engl). 34, 1995, 452;
7. (e) Singh V, Lahiri S, Kane V V, Stey T & Stalke D, Org Lett, 5, 2003, 2199;
8. (f) Sadownik A, Deng G, Janout V & Regen S L, J Am Chem Soc. 117, 1995, 6138;
9. (g) Tietze L F, Bell H P & Chandrasekhar S, Angew Chem Int Ed (Engl), 42, 2003, 3996;
10. (h) Tsoi C J & Khosla C, Chem Biol. 2, 1995, 355;
11. (i) Katz L & McDaniel R, Med Res. Rev. 19, 1999, 543;
12. (j) Staunton J, Curr Opin Chem Biol. 2, 1998, 339;
13. (k) McDaniel R, EbertKhosla S, Hopwood D A & Khosla C, Science. 262, 1993, 1546.
14. Tietze L F, Schneider G, Wolfling J, Fecher A, Nobel T, Petersen S, Schuberth I & Wulff C, Chem Eu J. 6, 2000, 3755;
15. (b) De Riccardis F, Meo D, Izzo I, Di Filippo M & Casapullo A, Eur J Org Chem, 1998, 1965;
16. (c) Wang J & De Clercq P J, Angew Chem Int Ed (Engl). 34, 1995, 1749;
17. (d) Jones G B, Hynd G, Wright J M, Purohit A, Plourde II G W, Huber R S, Mathews J E, Li A, Kilgore M W, Bubley G J, Yanacisin M & Brown M A, J Org Chem. 66, 2001, 3688;
18. (e) Kuduk S D, Harris C R, Zheng F F, Sepp-Lorenzino L, Querfelli Q, Rosen N & Danishefsky S J, Bioorg Med Chem Let, 10, 2000, 1303;
19. (f) Sadownik A, Deng G, Janout V & Regen S L, J Am Chem Soc. 117, 1995, 6138;
20. (g) Mehta G, Muthusamy S, Maiya B G & Sirish M, J Chem Soc Perkin Trans 7, 1996, 2421.
21. Bergamin M, Da Ros T, Spalluto G, Boutonne A & Prato M, Chem Commun.17, 2001;
22. (b) MacMohan S, Fong II R, Baran P S, Safonov I, Wilson S R & Schuster D I, J Org Chem. 66, 2001, 5449.
23. Metaferia B B, Hoch J, Glass T E, Bane S L, Chatterjee S K, Snyder J P, Lakdawala A, Comett B & Kingston DGI, Org Lett, 3, 2001, 2461;
24. (b) Qjima I; Lin S, Inoue T, Miller M L, Borella C P, Geng X & Walsh J J, JAm Chem Soc. 122, 2000, 5343.
25. Banfi L & Guanti G, Angew Chem lnt Ed (Engl). 34, 1995, 2393.
26. Shishido K, Hanina S, Yamamura C, Iitsuka H, Nemoto H, Shinohara Y, Shibuya M, Bioorg Med Chem" Lett. 7, 1997, 2617;
27. (b) Tao Z F, FuziwaraT, Saito I & Sugiyama H, Angew Chem lnt Ed (Engl). 38, 1990, 650.
28. Park W K C, Auer M, Jaksche H & Wong C H, J Am Chem Soc. 118, 1996, 10150;
29. (b) van Well R M, Overkleeft H S, Overhand M, Carstenen E V, van der Marel G A & van Boom J H, Tetrahedron Lett. 41, 2000, 9331.
30. Mokotoff M, Zhao M, Marshall R J, Winslow E, Wong L K & Liao Q J, Steroids. 55, 1990, 399.
31. Lapatsanls L, J Chem Eng Data. 25, 1980, 287.
32. Wang C, Zhao M, Yang J & Peng S, Steroids. 66, 2001, 811.
33. Mishra J K & Panda G, J Comb Chem, 9(2). 2007, 321;
34. (b) Mishra J K, Garg P, Dohare P, Kumar A, Siddiqi M I, Ray M & Panda G, Bioorg Med Chem Lett, 17, 2007, 1326;
35. (c) Shagufta & Panda G, Org Biomol Chem, 5, 2007, 360.
36. Fischer D S, Woo LW L, Mahon M F, Purohit A, Reed M J & Potter BVL, Bioorg Med Chem, 11, 2003, 1685.
37. Soloway A H, Considine W J, Fukushima D K & Gallagher T F, J Am Chem Soc, 76, 1954, 2941;
38. (b) Leeds N S, Fukushima D K & Gallagher T F, J Am Chem Soc, 76, 1954, 2943.
39. Bowman W R & Coghlan D R, Tetrahedron, 53, 1997, 15787.
40. Mishra J K & Panda G, Synthesis, 2005, 1881.
41. Inanaga J, Hirata K, Saeki H, Katsuki T & Yamaguchi M, Bull Chem Soc Jpn, 52, 1979, 1989.