Synthesis of new compounds related to the commercial fungicide tricyclazole

BACKGROUND: Tricyclazole is a commercial fungicide used to control rice blast. As part of re‐registration activities, samples of metabolites and process impurities are required. In addition, isotopically labeled tricyclazole samples are also required. RESULTS: Four new compounds related to tricyclazole are reported. An isotopically labeled sample of tricyclazole was prepared that contained two ¹⁵N atoms and one ¹³C atom. Radiolabeled tricyclazole with ¹⁴C at the triazole C3 position was also synthesized. A new process impurity in technical tricyclazole was identified and synthesized. A new metabolite of tricyclazole was identified, independently synthesized and characterized by X‐ray crystallography. CONCLUSION: A previously unreported metabolite of tricyclazole has been identified and structurally characterized. In addition, a new process impurity has been identified by independent synthesis. Identification of these new compounds has facilitated the continued registration of this important fungicide. Copyright © 2011 Society of Chemical Industry     

Distribution of Megastigmus aculeatus (Hymenoptera: Torymidae) and the levels of seed predation of Rosa multiflora (Rosaceae)

Rosa multiflora Thunb. (Rosaceae), an invasive plant that currently infests millions of hectares in the eastern half of the USA, was planted initially in the 1940s as a “living fence”, cover for game animals and for erosion control. The larvae of Megastigmus aculeatus var. nigroflavus Hoffmeyer (Hymenoptera: Torymidae) feed on the developing R. multiflora seeds and have the potential to reduce the seed output of R. multiflora. Rosehips were collected from 49 sites across eastern and southern Iowa, USA, to determine the presence and distribution of M. aculeatus, the larvae of which were found in 266 of the 979 (27%) rosehips that were dissected and at 31 of the 49 sites (63%) that were sampled. The levels of M. aculeatus infestation over 2–3 years were determined at three selected sites and it was documented that more seeds were aborted than were viable or contained wasp larvae. A negative relationship was observed between the numbers of both the aborted and the viable seeds and the probability of a rosehip being attacked by M. aculeatus, indicating that M. aculeatus females are not preferentially selecting rosehips with higher numbers of viable or aborted seeds for oviposition. There is a significant reduction in both the viable seeds and the aborted seeds in hips that have been attacked by M. aculeatus. Detailed knowledge of R. multiflora demography is necessary to determine the level of seed predation that is required to reduce the recruitment of new individuals into the population.     

Evaluation of pacing site in dogs with naturally occurring complete heart block

Objective

To compare left ventricular synchronization and systolic performance with transvenous pacing of the right ventricular apex (RVA), left ventricular free wall (LVF) or simultaneous pacing of the RVA and LVF (BiV).

Animals, materials and methods

Seven canine patients with complete heart block. Prospective study evaluating effect of pacing site. Twenty four hours following implantation of transvenous BiV pacing systems, electrocardiograms and echocardiograms were assessed during pacing from the: (1) Right Atrial Appendage/RVA (RAA/RVA), (2) RAA/LVF, and (3) RAA/BiV.

Results

QRS duration was significantly shorter with BiV pacing versus LVF pacing (p < 0.001), or RVA pacing (p < 0.001). Echocardiographic indices of systolic performance fractional shortening (FS), ejection fraction (EF), cardiac output (CO) were significantly higher with BiV pacing than with pacing from the RVA (P = 0.023, 0.006, and 0.002 respectively). Cardiac output, measured by the biplane Simpson's method, was higher with LVF versus RVA pacing (P = 0.036). There was no difference in FS or EF when comparing LVF to RVA pacing. Tissue Doppler measurements of synchronization and systolic performance did not show any difference between pacing mode, but a significantly increased number of segments were seen to contract following aortic valve closure during LVF pacing (P = 0.0268) and RVA pacing (P = 0.0197) as compared to BiV pacing.

Conclusions

Findings suggest that BiV pacing improves cardiac output and systolic performance versus RVA pacing. This improvement however, is not reflected in tissue Doppler indices of synchronization and systolic performance.     

Analysis of gene expression of prostaglandin EP4 receptor in canine osteosarcoma

In many human cancers, the expression of the prostaglandin receptor EP4 (EP4R) is associated with the development of malignancy and a poor prognosis. The expression of EP4R has not yet been evaluated in canine tumors. The objective of this study was to characterize the messenger RNA (mRNA) expression of EP4R in canine osteosarcoma (OSA). Gene expression of EP4R was evaluated using RNA in-situ hybridization (RNAscope). In all canine OSA samples evaluated, strong universal positive expression of EP4R was identified. Gene expression was significantly higher in OSA tissue samples than in normal nasal turbinate bone, possibly implicating EP4R in the pathogenesis of canine OSA.     

Muscle fibre characteristics of active and inactive standardbred horses

Muscle biopsies were taken from the middle gluteus muscle of 36 Standardbred horses. Twelve of the horses were inactive, while 24 were actively trained and raced. Twelve of the trained horses were moderate performers, with a mean racing time of 1 min 21 secs per km (741 m/min) and the other 12 were excellent performers, with a mean racing time of 1 min 16 secs per km (789 m/min). The percentage and mean area of Type I fibres were similar in all three groups of horses. Marked differences were found among the subgroups of Type II fibres. The well-trained horses had a higher proportion of Type IIA fibres and a lower proportion of the Type IIB (58 per cent IIA and 15 per cent IIB fibres in the excellent performers; 49 per cent IIA and 26 per cent IIB in the moderate performers) than the inactive horses (41 per cent IIA and 35 per cent IIB fibres). The mean area of Type II fibres was smaller in the muscle of the active horses (excellent performers: IIA, 3075 micron2; IIB, 3378 micron2) moderate performers: IIA, 3185 micron2; IIB, 4252 micron2) than in that of the inactive ones (IIA, 3714 micron2; IIB, 5935 micron2). Intramuscular substrates (glycogen and triglycerides) and the activities of enzymes used as markers for the glycolytic potential of the muscle seemed to be similar in the three groups of horses, although there were large interindividual variation.(ABSTRACT TRUNCATED AT 250 WORDS)     

The effect of confinement on days to puberty in gilts

In the late fall and winter of 1982 to 1983, 112 crossbred gilts were used in a factorially arranged experiment to determine the effect of confinement on the age at which a gilt reaches first estrus (puberty). Two environments (confinement and non-confinement) and three ages at movement to non-confinement (100, 140, and 180 d) were studied. No differences were detected (P greater than .05) between confinement and non-confinement in the proportions of gilts reaching puberty by 210 d of age. Gilts were older at puberty (P less than .05) in confinement than in non-confinement (192.0 vs 187.7 d) and had a longer interval (P less than .05) from first boar contact to first estrus (12.1 vs 7.8 d). Age at puberty (192.1 vs 187.0 vs 190.5 d) and the proportion reaching puberty (56.4 vs 45.7 vs 65.8%) were not different (P greater than .05) between age-of-movement groups. However, a higher (P less than .05) proportion of the non-confinement gilts reached puberty within 10 d after the beginning of boar exposure than confinement (44.6 vs 26.8%). Moving gilts from confinement to non-confinement (pasture) at 180 d appeared to be the most effective method tested for inducing puberty in gilts.     

Effects of feed and water restriction and receiving diet crude protein on feeder pig performance

Two experiments were conducted to determine the effects of feed and water restriction and receiving diet crude protein level on feeder pig performance. In Exp. 1, a total of 239 commingled feeder pigs transported over 1,000 km were used in two trials. Pigs given access to feed and water (FW) at the market weighed more (P less than .0001) following marketing and transport than pigs given no feed and water (N) for the comparable 25-h market period (20.7 vs 19.6 kg). While FW pigs weighed less (P less than .02) than N pigs at the conclusion of the trials (93.9 vs 96.6 kg), there was no effect (P greater than .1) on overall average daily gain (.32 vs .35). There were no effects of receiving diets containing 12, 16 or 20% crude protein on daily gain, daily feed intake or feed efficiency for the overall growing-finishing period. Scour scores on d 8, 9, 10, 11, 13 and 14 post-arrival increased (P less than .01) with increased levels of protein in the receiving diets. In Exp. 2, a total of 360 crossbred feeder pigs was mixed and moved from a nursery to grower-finisher facilities in three trials, given feed and water access immediately (FWG) or denied access for 44 h (NG). At the end of the 44-h period, FWG pigs were heavier than NG pigs (P less than .0001; 18.3 vs 16.7 kg). There was no treatment effect on overall pig weight, daily gain or feed efficiency.     

The opioid haemorphin-7 in horses during low-speed and high-speed treadmill exercise to fatigue

The opioid neuropeptide haemorphin-7 was measured, by immunoreactivity, in Standardbred horses during low-speed (7 m/s) and high-speed (10 m/s) endurance exercises, lasting 49-58 and 12-16 min respectively. In parallel, heart rate, muscle temperature and plasma lactate concentrations were measured. The profile of the low-speed exercise showed significantly increased heart rate after 10 min [154 beats per minute (bpm)]. After the exercise, muscle temperature (42.1 degrees C) and plasma lactate (4.8 mmol/l) were significantly increased. The profile of the high-speed exercise was comparatively characterized by a higher increase of heart rate after 5 min (194 bpm) and higher increases of muscle temperature (43.2 degrees C) and lactate levels (15.8 mmol/l) after the exercise. The horses were probably exhausted by glycogen depletion in the low-speed exercise and by muscle pH decrease in the high-speed exercise. Haemorphin-7 increased significantly during the high-speed exercise (274.8 fmol/ml) but not during low speed (108.3 fmol/ml), coincident with the results of lactate. These results suggest that plasma haemorphin-7 is measurable in the horse by immunoreactivity, and that intense exercise stimulates release of this opioid. Such endogenous opioids are most likely involved in regulatory functions associated with pain, physical effort, inflammation, and blood pressure variation in horses, as have been established in other species.     

Circulatory and muscle metabolic responses to draught work compared to increasing trotting velocities

Circulatory and muscle metabolic responses were studied in 10 horses which all performed incremental draught work at a low trotting speed on a treadmill (D-test) and also exercise with gradually increasing velocities (S-test). Exercise was continued until the horses could no longer maintain the weights above the floor or maintain speed trotting without changing gait to a gallop. Muscle biopsies were taken from the gluteus and the semitendinosus muscles before, and immediately after, exercise. The heart rate (HR) increased linearly with both increasing draught resistance and velocity and reached mean values of 212 and 203 beats/min, respectively. Blood lactate levels increased exponentially to mean values of 12.9 and 7.9 mmol/litre in the two tests. Both HR and blood lactate levels were significantly higher at the cessation of work in the D-test compared to the S-test. The relationship between HR and blood lactate response in the S-test was similar to that in the D-test. The red cell volume was determined after a standardised exercise tolerance test and was significantly correlated both to the weightloading and to the velocity, producing a HR of 200 beats/min. The changes seen in muscle glycogen and glucose-6-phosphate were similar in the two tests, whereas significantly higher lactate levels and lower creatine phosphate and adenosine triphosphate levels were seen in the D-test compared to the S-test. It was concluded that high oxidative capacity is of importance both for fast trotting and for draught work.(ABSTRACT TRUNCATED AT 250 WORDS)