155371-59-8Relevant articles and documents
Ni-Catalyzed asymmetric reduction of α-keto-β-lactams: via DKR enabled by proton shuttling
Wang, Fangyuan,Tan, Xuefeng,Wu, Ting,Zheng, Long-Sheng,Chen, Gen-Qiang,Zhang, Xumu
, p. 15557 - 15560 (2020/12/30)
Chiral α-hydroxy-β-lactams are key fragments of many bioactive compounds and antibiotics, and the development of efficient synthetic methods for these compounds is of great value. The highly enantioselective dynamic kinetic resolution (DKR) of α-keto-β-lactams was realized via a novel proton shuttling strategy. A wide range of α-keto-β-lactams were reduced efficiently and enantioselectively by Ni-catalyzed asymmetric hydrogenation, providing the corresponding α-hydroxy-β-lactam derivatives with high yields and enantioselectivities (up to 92% yield, up to 94% ee). Deuterium-labelling experiments indicate that phenylphosphinic acid plays a pivotal role in the DKR of α-keto-β-lactams by promoting the enolization process. The synthetic potential of this protocol was demonstrated by its application in the synthesis of a key intermediate of Taxol and (+)-epi-Cytoxazone. This journal is
Structure-activity relationship study of taxoids for their ability to activate murine macrophages as well as inhibit the growth of macrophage-like cells
Ojima, Iwao,Fumero-Oderda, Cecilia L.,Kuduk, Scott D.,Ma, Zhuping,Kirikae, Fumiko,Kirikae, Teruo
, p. 2867 - 2888 (2007/10/03)
A series of new taxoids modified at the C-3′, C-3′N, C-10, C-2 and C-7 positions has been designed, synthesized and evaluated for their potency to induce NO and TNF production by peritoneal murine macrophages (Mφ) from LPS-responsive C3H/HeN and LPS-hyporesponsive C3H/HeJ strains and human blood cells, and for their ability to inhibit the growth of Mφ-like cell lines J774.1 and J7.DEF3. The SAR-study has shown that the nature of the substituents at these positions have critical effect on the induction of TNF and NO production by Mφ. Positions C-3′ and C-10 are the most flexible and an intriguing effect of the length of the substituents at the C-10 position is observed for taxoids bearing a straight chain alkanoyl moiety. An aromatic group at the C-3′N and C-2 positions is required for the activity, while only hydroxyl or acetyl substituents seem to be tolerated at the C-7 position. The natural stereochemistry in the C-13 isoserine side chain of the taxoids is an absolute requirement for macrophage activation. It has also been clearly shown that there is no correlation between the ability of the taxoids to induce TNF/NO production in C3H/HeN Mφ and the cytotoxicity against Mφ-like cells.
Borneol derivatives, methods of manufacturing them, and their pharmaceutical use
-
, (2008/06/13)
PCT No. PCT/DE96/00297 Sec. 371 Date Aug. 28, 1998 Sec. 102(e) Date Aug. 28, 1998 PCT Filed Feb. 19, 1996 PCT Pub. No. WO96/25392 PCT Pub. Date Aug. 22, 1996Borneol derivatives of formula I in which R1 to R5 and X1 to X2 are defined in the specification, and the method of making the same.
Borenol derivatives, process for their production and their pharmaceutical use
-
, (2008/06/13)
The invention relates to borneol derivatives of general formula I STR1 in which R1 means C(O)--CH(OR6)--CH(NHR7)--R8, R2 means hydrogen, --OH, C1 -C10 alkyl, C1 -C10 alkoxy, --OC(O)R9a, --OSO2 R9a, --OP(O)(OH)2, NHR9a, NR9a R9b, R3 means hydrogen, --OH, C1 -C10 alkoxy, --OC(O)R9b, --OSO2 R9b, --OP(O)(OH)2, or R2, R3 together mean an oxygen atom, R4 means hydrogen, C1 -C10 alkyl, --(CH2)n --OR11a, R5 means hydrogen, C1 -C10 alkyl, --(CH2)p --OR11b, or R4, R5 together mean an oxygen atom, a=CHR10 group, n means 0 to 8, p means 1 to 8, R7 means --C(O)R12, --SO2 R12, --C(O)OR12, --C(O)NHR9d, --C(O)NR9d R9e, STR2 R8 means aryl, R9a-e, R12 are the same or different and mean C1 -C10 alkyl, C4 -C8 cycloalkyl, aryl, C7 -C16 aralkyl, R10 means hydrogen, C1 -C10 alkyl, --(CH2)s --OR14, s means 1 to 8, R6, R11a,b, R14 are the same or different and mean hydrogen, C1 -C10 alkyl, aryl, C7 -C16 aralkyl, --SO2 R9c, --P(O)(OH)2, R13, R15a,b are the same or different and mean hydrogen, C1 -C10 alkyl, aryl, C7 -C16 aralkyl, X1, X2 are the same or different and mean X, X can be hydrogen, halogen, --OH, --NO2, --N3, --CN, --NR15a R15b, --NHSO2 R15a, --CO2 R15, C1 -C10 alkyl, C1 -C10 alkoxy, C1 -C10 acyloxy, C1 -C10 acyl, and, if R15 means hydrogen, their salts with physiologically compatible bases, as well as the α-, β-or γ-cyclodextrin clathrates, as well as the compounds of formula I that are encapsulated with liposomes.
