Inhibition of mitochondrial energy-linked reactions by 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA), a hydroxamic acid from Gramineae.

نویسندگان

  • H M Niemeyer
  • N B Calcaterra
  • O A Roveri
چکیده

DIMBOA (2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one) is the main hydroxamic acid isolated from maize extracts. It inhibited reversibly ATP synthesis, Pi-ATP exchange reaction and ATPase activity in submitochondrial particles from bovine heart. Half-maximal effects were obtained with 4, 2, and 6 mM DIMBOA respectively. At higher concentrations it also inhibited mitochondrial electron transport (I50 = 11 mM). Irreversible inactivation of mitochondrial electron transport, Pi-ATP exchange reaction and 8-anilino-1-naphthalene sulfonate energy-dependent fluorescence enhancement was also observed. These effects of DIMBOA on energy-linked mitochondrial reactions may explain the inhibitory action of DIMBOA on several aerobic organisms.

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

Variation Endogenus and Exogenous of Allelochemical 2,4-dihydroxy-7-metoxy-1,4-benzoxazin-3,(4H)-one (DIMBOA) in Root Architecture of Maize (Zea mayz)

The concentrations of hydroxamic acids 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3(4H)-one (DIMBOA), in roots and root exudate of 1to 6days-old maize plants were determined by high-performance liquid chromatography (HPLC). The highest concentrations of DIMBOA were found in maize root extracts and exudate when maize roots were 2 weeks old and the maize plant was approximately 15 cm in height. The h...

متن کامل

Purification and Characterization of a ß-Glucosidase Specific for 2,4-Dihydroxy- 7-methoxy-l,4-benzoxazin-3-one (DIMBOA) Glucoside in Maize

Akira Oikawa, Kenkichi Ebisui, Masayuki Sue, Atsushi Ishihara and Hajime Iwamura Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan, and CREST, Japan Science and Technology Corporation (JST) Z. Naturforsch. 54c, 181-185 (1999); received November 19, 1998/January 11, 1999 Benzoxazinones, Zea mays, Gramineae, ß-Glucosidase Occurrence and pro...

متن کامل

Hydroxamic acids in Secale cereale L. and the relationship with their antifeedant and allelopathic properties.

Contents of the hydroxamic acids 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA), and 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) in leaves and roots of 14 cultivars of rye, Secale cereale L., were determined. Dynamics of accumulation in three cultivars were evaluated. DIBOA was the main cyclic hydroxamic acid in leaves but the contents differed significantly between the cultivars. Both DI...

متن کامل

Quantitation of 1,4-Benzoxazin-3-ones in Maize by Gas-Liquid Chromatography.

A gas-liquid chromatographic (GLC) procedure is reported for the quantitation of the trimethylsilyl (TMS) derivatives of substituted 2-hydroxy-2H-1,4-benzoxazin-3(4H)-ones (2-hydroxy-2H-1,4-benzoxazin-3(4H)-one[HBOA]; 2-hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one[HMBOA];2,4- dihydroxy-2H-1,4-benzoxazin-3(4H)-one[DIBOA]; 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one[DIMBOA]; and 2,4-dihy...

متن کامل

Identification of 1,4-Benzoxazin-3-ones in Maize Extracts by Gas-Liquid Chromatography and Mass Spectrometry.

Gas-liquid chromatography-mass spectrometry (GLC-MS) has been used for the separation, detection, and identification of 1,4-benzoxazin-3-ones (hydroxamic acids and lactams) and benzoxazolinones found in maize (Zea mays L.) extracts. Compounds of interest were partitioned into ethyl acetate from aqueous maize seedling extracts. For analysis by GLC-MS, trimethylsilyl derivatives were prepared, ch...

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:
  • Biochemical pharmacology

دوره 35 22  شماره 

صفحات  -

تاریخ انتشار 1986