Cephalocyclidin A, a novel pentacyclic alkaloid from Cephalotaxus harringtonia var. nana.

نویسندگان

  • Jun'ichi Kobayashi
  • Miwa Yoshinaga
  • Naotoshi Yoshida
  • Motoo Shiro
  • Hiroshi Morita
چکیده

A novel alkaloid with an unprecedented fused-pentacyclic skeleton and six-consecutive asymmetric centers, cephalocyclidin A (1), has been isolated from the fruits of Cephalotaxus harringtonia var. nana, and the structure was elucidated on the basis of spectroscopic data. The relative and absolute stereochemistry of 1 was determined by a combination of NOESY correlations, X-ray crystallographic data, and the exciton chirality method.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Antitumor alkaloids for Cephalataxus harringtonia: structure and activity.

0 Cephalotaxine and several of its esters were isolated from Cephalotaxus harringtonia K. Koch var. harringtonia. Although cephalotaxine is inactive, harringtonine, isoharringtonine, homoharringtonine, and deoxyharringtonine have shown significant activity against experimental P388 leukemia and against L-121O leukemia in mice. Keyphrases 0 Cepha/otaxus harringtollia alkaloids-structure. antitum...

متن کامل

Investigation of the essential oils from three Cephalotaxus species.

Essential oils from leaves of Cephalotaxus fortunei Hook., Cephalotaxus haningtonia K. Koch., Cephalotaxus sinensis Li. and variety Cephalotaxus harringtonia var. drupacea Koidz. underwent qualitative and quantitative analysis. The content of the oils obtained by hydrodistillation in the investigated species was 0.01 - 0.22% v/w. Gas chromatography (GC-MS) with flame ionisation detector (FID) s...

متن کامل

Antitumor Alkaloids in Callus Cultures of Cephalotaxus Harringtonia

Leaves and stems of CephalolaxlIs harringlonia were induced to callus on Murashige and Skoog medium supplemented with additional vitamins, hypoxanthine, naphthaleneacetic acid and kinetin. Analysis by GC-MS showed cephalotaxine and its antitumor esters (harringtonine, isoharringtonine and homoharringtoninel in both callus and medium, whereas deoxyharringtonine was present (in relatively large a...

متن کامل

HPLC-electrospray ionization-MS-MS analysis of Cephalotaxus harringtonia leaves and enhancement of the extraction efficiency of alkaloids therein by SFE.

A high-performance liquid chromatographic method is developed for use in the electrospray mass spectrometric (MS)-MS analysis of alkaloids contained in Cephalotaxus harringtonia leaves. Nine alkaloids having ester groups can be separated and detected with good sensitivity. The MS and MS-MS spectra obtained provides information on their chemical structures. Supercritical fluid extraction is also...

متن کامل

Nematotoxicity of drupacine and a Cephalotaxus alkaloid preparation against the plant-parasitic nematodes Meloidogyne incognita and Bursaphelenchus xylophilus.

BACKGROUND Species of Cephalotaxus (the plum yews) produce nematotoxic compounds of unknown identity. Consequently, bioassay-guided fractionation was employed to identify the compound(s) in Cephalotaxus fortunei twigs and leaves with activity against plant-parasitic nematodes. RESULTS A crude alkaloid extract, particularly drupacine, was responsible for much of the nematotoxicity. The ED50 of...

متن کامل

ذخیره 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 نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • The Journal of organic chemistry

دوره 67 7  شماره 

صفحات  -

تاریخ انتشار 2002