عنوان
پدید آورنده
موضوع
رده
کتابخانه
محل استقرار
شماره کتابشناسی ملی
شماره
TLpq304415696
زبان اثر
زبان متن نوشتاري يا گفتاري و مانند آن
انگلیسی
عنوان و نام پديدآور
عنوان اصلي
Isolation and structure determination of bioactive guaianolides and other natural products from Cichorium intybus and related species
نام عام مواد
[Thesis]
نام نخستين پديدآور
L. Scott
نام ساير پديدآوران
J. K. Snyder
وضعیت نشر و پخش و غیره
نام ناشر، پخش کننده و غيره
Boston University
تاریخ نشرو بخش و غیره
1998
مشخصات ظاهری
نام خاص و کميت اثر
231
یادداشتهای مربوط به پایان نامه ها
جزئيات پايان نامه و نوع درجه آن
Ph.D.
کسي که مدرک را اعطا کرده
Boston University
امتياز متن
1998
یادداشتهای مربوط به خلاصه یا چکیده
متن يادداشت
The Turkish traditional medicine Hindiba, prepared from the aerial parts of Cichorium intybus (Asteraceae) has been used for centuries as an anticancer drug. Using the H-thymidine incorporation bioassay to monitor the inhibition of cell proliferation in several cancer lines to direct the isolation, 11usd\betausd,13-dihydrolactucin (1) was isolated as the active constituent. With this lead structure in hand, local collections of C. intybus and related Asteraceae species were examined for guaianolide sesquiterpene lactones similar in structure to 1. Thirteen guaianolide sesquiterpene lactones, including four previously unreported and three artifacts, have been isolated from C. intybus, six known guaianolides from Achillea millefolium, and two known guaianolides from Tanacetum densum subsp. amani. Examination of Matricaria matricarioides and T. densum subsp. sivasicum revealed no guaianolide sesquiterpenes, but instead, five known spiroketal enol ethers from M. matricarioides and a new germacranolide from T. densum subsp. sivasicum were found. Local collections of C. intybus, monitored over three years, contain as their predominant constituents the usd\alphausd-methyleno-usd\gammausd-lactones: lactucin (2), 8-deoxylactucin (3), and lactupicrin (4), which could be selectively hydrogenated over Lindlar's catalyst to their 11usd\betausd,13-dihydro analogs in quantitative yield. Thiol nucleophiles underwent conjugate additions to the unsaturated lactones to produce 11usd\betausd,13-S-thioether adducts. Initial bioassay results with these structural analogs have shown the thioether adduct improves activity by a factor of 10 but also increases cytotoxicity. In an attempt to alter the ratios of unsaturated compounds to their dihydro analogs, callus tissue cultures of C. intybus were grown at pH 4.8, 5.8 and 6.8. Cultures grown on solid medium at pH 4.8 produce 1 and 11usd\betausd,13-dihydrolactupicrin (11) as their predominant constituents. Callus cultures grown on solid medium at pH 5.8 and 6.8 produce predominantly 2, 3, and 4. Callus suspension cultures on the other hand, gave a 4-fold increase in the guaianolide sesquiterpene lactone yields with 2 being produced almost exclusively at pH 4.8, 3 predominating at pH 5.8 with other guaianolides in lesser amounts, and the methyl ester artifact 10, which may be derived from 4, predominating at pH 6.8.
موضوع (اسم عام یاعبارت اسمی عام)
موضوع مستند نشده
Achillea millefolium
موضوع مستند نشده
Biological sciences
موضوع مستند نشده
Matricaria matricarioides
موضوع مستند نشده
Pure sciences
موضوع مستند نشده
sesquiterpene lactone
موضوع مستند نشده
Tanacetum densum
نام شخص به منزله سر شناسه - (مسئولیت معنوی درجه اول )
مستند نام اشخاص تاييد نشده
J. K. Snyder
مستند نام اشخاص تاييد نشده
L. Scott
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
