IPC분류정보
국가/구분 |
United States(US) Patent
등록
|
국제특허분류(IPC7판) |
|
출원번호 |
US-0728580
(2003-12-05)
|
발명자
/ 주소 |
- Danishefsky, Samuel J.
- Zhou, Bishan
|
출원인 / 주소 |
- The Trustees of Columbia University in the City of New York
|
대리인 / 주소 |
|
인용정보 |
피인용 횟수 :
1 인용 특허 :
5 |
초록
▼
Compounds of the saframycin-ecteinascidin series with cytotoxic properties having the following general formula, their uses and synthesis, are disclosed: wherein R1 and R4 is H, a C1 to C4 alkyl group, or an acyl group;wherein R2 is an ether, ester, amide, or a phthalimide group;wherein R3 is ?O, OH
Compounds of the saframycin-ecteinascidin series with cytotoxic properties having the following general formula, their uses and synthesis, are disclosed: wherein R1 and R4 is H, a C1 to C4 alkyl group, or an acyl group;wherein R2 is an ether, ester, amide, or a phthalimide group;wherein R3 is ?O, OH, an ether group, an acyl group such as OC(O)Me, OC(O)Bn and OC(O)Et, or a sulfide group; wherein R5 is H, halogen, OH, an ether group, an acyl group, or an amide group; wherein R6 is ?O, OH, OCH3, CN, or an acyloxy group;wherein R7, is ?O, OH, halogen, an ether group, or an acyl group; wherein R8 and R9 are independently H, CH3, OCH3, OC2H5, CF3, halogen such as Br and F, or R8 and R9 are joined together as a methylenedioxy group, or other five or six membered ring; wherein R10 and R11 are independently CH3, OCH3, OC2H5, SCH3, or SC2H5; wherein R12 is H, a C1 to C4 alkyl group, or an acyl group; and wherein the chiral center marked * has the R or the S configuration.
대표청구항
▼
1. A compound having the formula: wherein R1 and R4 is H, a C1 to C4 alkyl group, C(O)(C1-C4 alkyl) or additionally R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, OC(O)(C1-C4 alkyl), OC(O)benzyl, OSi(CH1)2(t-butyl), or a phthalimide group; wherein R3 is ?O, OH, O(C1-C4 alkyl),
1. A compound having the formula: wherein R1 and R4 is H, a C1 to C4 alkyl group, C(O)(C1-C4 alkyl) or additionally R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, OC(O)(C1-C4 alkyl), OC(O)benzyl, OSi(CH1)2(t-butyl), or a phthalimide group; wherein R3 is ?O, OH, O(C1-C4 alkyl), OC(O)(C1-C2 alkyl), or OC(O)benzyl; wherein R5is H, halogen, OH, or ?OC(1-6) alkyl group; wherein R6 is ?O, OH, OC3, CN, OC(O)H, OC(O)(C1-C4 alkyl), or OC(O)benzyl; wherein R7, is H, ?O, OH, or halogen; wherein R8 and R9 are independently H, CH3, OCH3, OC2H5, Br, P, or CF3; wherein R10 and R11 are independently CH3, OCH3, OC2H5, SCH3, or SC2H5; wherein R12 is H, a C1 to C4 alkyl group, or C(O)(C1-C4 alkyl); and wherein the chiral center marked * has the R or the S configuration. 2. The compound of claim 1, having the formula: wherein R1 and R4 is H, a C1 to C4 alkyl group, C(O)(C1-C4 alkyl) or additionally R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, OC(O)(C1-C4 alkyl), OC(O)benzyl, OSi(CH3)2(t-butyl), or a phthalimide group; wherein R3 is ?O, OH, O(C1-C4 alkyl), OC(O)(C1-C2 alkyl), or OC(O)benzyl; wherein R5 is H, halogen, OH, or ?OC(1-6) alkyl group; wherein R6 is ?O, OH, OCH3, CN, OC(O)H, OC(O)(C1-C4 alkyl, or OC(O)benzyl; wherein R7, is H, ?O, OH, or halogen; wherein R8and R9 are independently H, CH3, OCH3, OC2H5, Br, F, or CF3; and wherein the chiral center marked * has the R or the S configuration. 3. The compound of claim 2, having the formula: wherein R1 and R4 is H, a C1 to C4 alkyl group, C(O)(C1-C4 alkyl) or additionally R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, Osi(CH3)2(t-butyl), or a phthalimide group; wherein R3 is ?O, OH, O(C1-C4 alkyl), OC(O)(C1-C2 alkyl), or OC(O)benzyl; wherein R5 is H, halogen, OH, or ?OC(1-6) alkyl group; wherein R6 is ?O, OH, OCH3, CN, OC(O)H, OC(O)C1-C4 alkyl), or OC(O)benzyl; wherein R7, is H, ?O, OH, or halogen and wherein the chiral center marked * has the R or the S configuration. 4. The compound of claim 3, wherein R1 is CH3, R3 is ?O, R4 is ?O, R4 is CH3, R5 is OCH3, R6 is ?O, and R7 is H.5. The compound of claim 4, wherein R2 is OC(O)H.6. The compound of claim 4, wherein R2 is H.7. The compound of claim 4, wherein R2 is OH.8. The compound of claim 4, wherein R2 is ?O-benzyl.9. The compound of claim 4, wherein R2 is OCOCH3.10. The compound of claim 4, wherein R2 is ?O-t-butyldimethylsilyl.11. The compound of claim 4, wherein R2 is ?O-Pivaloyl.12. The compound of claim 3, wherein R1 is H, R3 is ?O, R4 is CH3, R5 is OCH3, R6 is ?O, and R7 is H.13. The compound of claim 12, wherein R2 is ?O-pivaloyl.14. The compound of claim 3, wherein R1 is H, R3 is ?O, R4 is benzyl, R5 is OCH3, R6 is ?O, and R7 is H.15. The compound of claim 3, wherein R1 is H, R3 is ?O, R4 is H, R5 is OCH3, R6 is ?O, and R7 is H.16. The compound of claim 3, wherein R1 is H, R3 is ?O, R4 is H, R5 is H, R6 is ?O, and R7 is H.17. The compound of claim 3, wherein R3 is ?O, R4 is H, R5 is halogen, R6 is ?O, and R7 is H.18. A compound having the formula: wherein R1 and R4 is H, a C1 to C4 alkyl group, C(O)(C1-C4 alkyl) or additionally R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, OC(O)(C1-C4 alkyl), OC(O)benzyl, OSi (CH3)2(t-butyl), or a phthalimide group; wherein R5 is H, halogen, OH, or O(C1-C6 alkyl); wherein R6 is ?O, OH, OCH3, CN, OC(O)H, OC(O)(C1-C4 alkyl), or OC(O)benzyl; wherein R7, is H, ?O, OH, or halogen; wherein R8 and R9 are independently H, CH3, OCH3, OC2H5, Br, F, or CF3; wherein R10 and R11 are independently CH3, OCH3, OC2H5, SCH3, or SC2H5; and wherein R12 is H, a C1 to C4 alkyl group, or OC(O)benzyl. 19. The compound of claim 18, having the formula: wherein R1 and R4 is H, a C1 to C4 alkyl group, C(O)(C1-C4 alkyl) or additionally R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, OC(O)(C1-C4 alkyl), OC(O)benzyl, OSi(CH3)2(t-butyl), or a phthalimide group; wherein R5, is H, halogen, OH, or O(C1-C6 alkyl); wherein R6 is ?O, OH, OCH3, CN, OC(O)H, OC(O)(C1-C4 alkyl), or OC(O)benzyl; wherein R7, is H, ?O, OH, or halogen; and wherein R8 and R9 are independently H, CH3, OCH3, OC2H5, Br, F, or CF3. 20. The compound of claim 19, having the formula: wherein R1 and R4 is H, a C1 to C4 alkyl group, C(O)(C1-C4 alkyl) or additionally R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, OC(O)(C1-C4 alkyl), OC(O)benzyl, OSi(CH3)2(t-butyl), or a phthalimide group; wherein R5 is H, halogen, OH, or O(C1-C6 alkyl); wherein R6 is ?O, OH, OCH3, CN, OC(O)H, OC(O)(C1-C4 alkyl), or OC(O)benzyl; and wherein R7, is H, ?O, OH, or halogen. 21. The compound of claim 20, wherein R1 is CH3, R4 is CH3, R5 is OCH3, R6 is ?O, and R7 is H.22. The compound of claim 21, wherein R2 is OC(O)H.23. The compound of claim 21, wherein R2 is H.24. The compound of claim 21, wherein R2 is OH.25. The compound of claim 21, wherein R2 is ?O-benzene.26. The compound of claim 21, wherein R2 is OCOCH3.27. The compound of claim 21, wherein R2 is ?O-t-butyldimethylsilyl.28. The compound of claim 21, wherein R2 is ?O-Pivaloyl.29. The compound of claim 20, wherein R1 is H, R4 is CH3, R5 is OCH3, R6 is ?O, and R7 is H.30. The compound of claim 29, wherein R2 is ?O-pivaloyl.31. The compound of claim 20, wherein R1 is H, R4 is benzyl, R5 is OCH3, R6 is ?O, and R7 is H.32. The compound of claim 20, wherein R1 is H, R4 is H, R5 is OCH3, R6 is ?O, and R7 is H.33. The compound of claim 20, wherein R1 is H, R4 is H, R5 is H, R6 is ?O, and R7 is H.34. The compound of claim 20, wherein R1 is H, R4 is H, R5 is halogen, R6 is ?O, and R7 is H.35. A compound having the formula: wherein R1 and R4 is H, a C1to C4 alkyl group, C(O)(C1-C4 alkyl) or additionally R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, OC(O)(C1-C4 alkyl), OC(O)benzyl, or OSi(CH3)2(t-butyl); wherein R3 is ?O, OH, H, O(C1-C4 alkyl), OC(O)(C1-C2 alkyl), or OC(O)benzyl; wherein R5 is H, halogen, OH, or ?OC(2-6) alkyl group; wherein R6 is H, ?O, OH, OCH3, CN, OC(O)H, OC(O)(C1-C4 alkyl), or OC(O)benzyl; wherein R7, is H, ?O, OH, OCH3, or halogen; wherein R8 and R9 are independently H, CR3, OCH3, OC2H5, Br, F, or CF3; wherein R10 and R11 are independently CH3, OCH3, OC2H5, SCH3, or SC2H5; wherein R12 is H, a C1 to C4 alkyl group, or C(O)(C1-C4 alkyl); and wherein the chiral center marked * has the R or the S configuration. 36. The compound of claim 35, having the formula: wherein R1 and is R4 is H, a C1 to C4 alkyl group, C(O)(C1-C4 alkyl) or additionlly R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, OC(O)(C1-C4 alkyl), OC(O)benzyl, or OSi (CH3)2(t-butyl); wherein R3 is ?O, OH, H, O(C1-C4 alkyl), OC(O)(C1-C2 alkyl), or OC(O)benzyl; wherein R5 is H, halogen, OH, or ?OC(2-6) alkyl group; wherein R6 is H, ?O, OH, OCH3, CN, OC(O)H, OC(O)(C1-C4 alkyl), or OC(O)benzyl; wherein R7 is H, ?O, OH, OCH3, or halogen; wherein R8 and R9 are independently H, CH3, OCH3, OC2H5, Br, F, or CF3; and wherein the chiral center marked * has the R or the S configuration. 37. The compound of claim 36, having the formula: wherein R1 and R4 is H, a C1 to C4 alkyl group, C(O)(C1-C4 alkyl) or additionally R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, OC(O)(C1-C4 alkyl), OC(O)benzyl, or OSi(CH3)2(t-butyl); wherein R3 is ?O, OH, H, O(C1-C4 alkyl), OC(O)(C1-C2 alkyl), or OC(O)benzyl; wherein R5 is H, halogen, OH, or ?OC(2-6) alkyl group; wherein R6 is H, ?O, OH, OCH3, CN, OC(O)H, OC(O)(C1-C4 alkyl, or OC(O)benzyl; wherein R7, is H, ?O, OH, OCH3, or halogen; and wherein the chiral center marked * has the R or the S configuration. 38. The compound of claim 37, wherein R1 is H, R2 is OH, R3 is H, R4 is H, R5 is H, R6 is ?O, and R7 is H.39. The compound of claim 37, wherein R3 is H, R4 is CH3, R5 is OCH3, and R7 is H.40. The compound of claim 39, wherein R2 is OH.41. The compound of claim 40, wherein R6 is H and R1 is CH3.42. The compound of claim 40, wherein R6 is ?O and R1 is H.43. A compound having the formula: wherein R1 and R4 is H, a C1 to C4 alkyl group, C(O)(C1-C4 alkyl) or additionally R4 is benzyl; wherein R2 is H, OH, O(C1-C4 alkyl), O-benzyl, OC(O)H, OC(O)(C1-C4 alkyl), OC(O)benzyl, or OSi(CH3)2(t-butyl); wherein R3 is H; wherein R5 is H, halogen, OH, or ?OC(1-6) alkyl group; wherein R6 is H, ?O, OH, OCH3, CN, OC(O)H, OC(O)(C1-C4 alkyl), or OC(O)benzyl; wherein R7, is H, ?O, OH, OCH3, or halogen; wherein R8 and R9 are independently H, CH3, OCH3, OC2H5, Br, F, or CF3; wherein R10 and R11 are independently CH3, OCH3, OC2H5, SCH3, or SC2H5; wherein R12 is H, a C1 to C4 alkyl group, or C(O)(C1-C4 alkyl); and wherein the chiral center marked * has the R or the S configuration.
※ AI-Helper는 부적절한 답변을 할 수 있습니다.