عنوان
پدید آورنده
موضوع
رده
کتابخانه
محل استقرار
شماره کتابشناسی ملی
شماره
TLpq304481789
زبان اثر
زبان متن نوشتاري يا گفتاري و مانند آن
انگلیسی
عنوان و نام پديدآور
عنوان اصلي
The preparation of novel homoazasugars and homoazaglycosides and the evaluation of their activity as glycosidase inhibitors
نام عام مواد
[Thesis]
نام نخستين پديدآور
O. M. Saavedra Ramallo
نام ساير پديدآوران
O. R. Martin
وضعیت نشر و پخش و غیره
نام ناشر، پخش کننده و غيره
State University of New York at Binghamton
تاریخ نشرو بخش و غیره
1998
مشخصات ظاهری
نام خاص و کميت اثر
180
یادداشتهای مربوط به پایان نامه ها
جزئيات پايان نامه و نوع درجه آن
Ph.D.
کسي که مدرک را اعطا کرده
State University of New York at Binghamton
امتياز متن
1998
یادداشتهای مربوط به خلاصه یا چکیده
متن يادداشت
vskip225ptusd\betausd-Homonojirimycin 17 and usd\betausd-homogalactostatin 46 were prepared by the highly stereoselective double reductive amination of a 2,6-heptodiulose derivative using amonium formate and usd\rm NaBH\sb3CN.usd The process was unsuccessful with primary amines. Although usd\betausd-Homonojirimycin 17 is a weak inhibitor of usd\alphausd and usd\betausd-glucosidases, it is a good inhibitor of A. Niger amyloglucosidase. usd\betausd-Homogalactostatin 46 inhibits the usd\alphausd-galactosidase present in coffee beans but does not inhibit usd\betausd-galactosidases. The synthesis of N-butyl-usd\betausd-homonojirimycin 70 was achieved by the N-butanoylation of a derivative of 17 followed by reduction to the corresponding tertiary amide. Compound 70 was completely devoid of anti-HIV activity in marked contrast to N-butyl-1-deoxynojirimycin, but it was found however to inhibit the growth of several lines of cancer cells. The coupling of the 1-O-p-toluenesulfonyl derivative of 17, with methyl 2,3,6-tri-O-benzyl-usd\alphausd-D-glucopyranoside, followed by a deprotection step, provided pseudodisaccharide 73, the "homoaza" analog of methyl usd\alphausd-cellobioside and a potential inhibitor of usd\betausd-glucan-processing enzymes. The 1-O-p-toluenesulfonyl derivative 71 provided also access to the 1,N-anhydro derivative of 17, compound 77. Aziridines of this type are potential deactivators of glycosidases. The biological evaluation of compounds 73 and 77 is in progress. 1-Deoxyazaseptanoses 117 and 118 were prepared by internal reductive amination of 7-amino-7-deoxy-2-heptuloses. The outcome of the reductive amination was pH dependent: in the presence of HCl compounds 117 and 118 were the only products of the reaction; in the presence of CH3COOH a third product, the N,O-acetal 116 was also isolated. The ratio of the two azaseptanose derivatives was in both cases near to (117:118) = 1:5. Compound 117 inhibits usdA.\ Niger\ \alphausd-galactosidases and is a weak inhibitor of yeast usd\alphausd-glucosidases. Compound 118 inhibits E. coli usd\betausd-galactosidase and the usd\alphausd-galactosidase present in coffee beans.
موضوع (اسم عام یاعبارت اسمی عام)
موضوع مستند نشده
Deoxyazaseptanoses
موضوع مستند نشده
Glycosidase inhibitors
موضوع مستند نشده
Homoazasugars
موضوع مستند نشده
Organic chemistry
موضوع مستند نشده
Pure sciences
نام شخص به منزله سر شناسه - (مسئولیت معنوی درجه اول )
مستند نام اشخاص تاييد نشده
O. M. Saavedra Ramallo
مستند نام اشخاص تاييد نشده
O. R. Martin
دسترسی و محل الکترونیکی
نام الکترونيکي
مطالعه متن کتاب وضعیت انتشار
فرمت انتشار
p
اطلاعات رکورد کتابشناسی
نوع ماده
[Thesis]
کد کاربرگه
276903
اطلاعات دسترسی رکورد
سطح دسترسي
a
تكميل شده
Y
