Studies on the biosynthesis of phomoidride B (CP-263,114): evidence for a decarboxylative homodimerization pathway.
نویسندگان
چکیده
[reaction: see text]. Feeding experiments using a deuterium labeled C16 maleic anhydride and whole cell culture of ATCC 74256 led to the isolation of phomoidride B with deuterium incorporation at C(7) and C(19) as determined by 2H NMR and electrospray mass spectrometry. This result is in accord with a decarboxylative homodimerization of the C16 maleic anhydride as a key biosynthetic step leading to phomoidride B.
منابع مشابه
CP-225,917 and CP-263,114, novel Ras farnesylation inhibitors from an unidentified fungus. I. Taxonomy, fermentation, isolation, and biochemical properties.
During the course of our screening for squalene synthase inhibitors and Ras farnesylation inhibitors, a novel fungal culture was discovered to produce two structurally unique compounds, CP-225,917 and CP-263,114, as well as zaragozic acid A (squalestatin I). The two compounds are characterized by a bicyclo[4.3.1]dec-1,6-diene core plus two extended alkyl chains. CP-225,917 and CP-263,114 inhibi...
متن کاملTotal synthesis of the CP-molecules (CP-263,114 and CP-225,917, phomoidrides B and A). 3. Completion and synthesis of advanced analogues.
The completion of the total syntheses of the CP-molecules is reported. Several strategies and tactics, including the use of amide-based protecting groups for the homologated C-29 carboxylic acid and the use of an internal pyran protecting group scheme, are discussed. The endeavors leading to the design of new methods for the homologation of hindered aldehydes and to the isolation of a polycycli...
متن کاملEffect of Concomitant Lycopene Biosynthesis on CoQ10 Accumulation in Transformed Escherichia coli Strains
CoQ10 and lycopene are isoprenoid compounds with nutraceutical and pharmaceutical benefits. In this study, the effect of concomitant lycopene biosynthesis on CoQ10 accumulation in transformed Escherichia coli DH5α was studied. A lycopene production pathway including geranylgeranyl diphosphate synthase (crtE), phytoene synthase (crtB), and phytoene desaturase (crtI) from Erwinia herbicola was co...
متن کاملHazel (Corylus avellana L.) as a New Source of Taxol and Taxanes
Taxol is used to treatment of variety cancers including ovarian, breast, lung, head and neck carcinomas and the AIDS-related Karposi’s carcinoma, and was originally obtained from bark of taxus brevifolia. However the amount of extracted taxol from taxus is extremely low and cannot be considered as a suitable commercial source and it has led to studies for finding new sources of Taxol. In 1998, ...
متن کاملImprovement of Growth and Stimulation of Biosynthesis Pathway of Polyphenols in Melissa officinalis L. Colonized by Arbuscular Mycorrhizal
The increasing demand for medicinal plants has amplified the importance of the development of effective methods for enhancing the cultivation of these plants. The association of arbuscular mycorrhizal (AM) fungi with medicinal plants has been found to alter the level of secondary metabolites by affecting the plant metabolism. Lemon balm (Melissa officinalis L.), is an important medicinal plant ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic letters
دوره 4 9 شماره
صفحات -
تاریخ انتشار 2002