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1.
Appl Environ Microbiol ; 89(12): e0136523, 2023 12 21.
Article in English | MEDLINE | ID: mdl-37982621

ABSTRACT

IMPORTANCE: PP biodegradation has not been clearly shown (it has been uncertain whether the PP structure is actually biodegraded or not). This is the first report on the obvious biodegradation of PP. At the same time, this study shows that Alcanivorax bacteria could be major degraders of PP in mesopelagic environments. Moreover, PP biodegradation has been investigated by using solid PP as the sole carbon source. However, this study shows that PP would not be used as a sole carbon and energy source. Our data thus provide very important and key knowledge for PP bioremediation.


Subject(s)
Alcanivoraceae , Polypropylenes , Polypropylenes/metabolism , Alcanivoraceae/metabolism , Bacteria/metabolism , Biodegradation, Environmental , Carbon/metabolism , Plastics/metabolism
2.
Org Biomol Chem ; 18(45): 9268-9274, 2020 11 25.
Article in English | MEDLINE | ID: mdl-33155007

ABSTRACT

Carapanins A-C (1-3) were isolated from the fruit oil of Carapa guianensis. Compounds 1 and 2 are limonoids with unique structures. Namely, compound 1 is an andirobin-type limonoid with a C-15/C-30 γ-lactone instead of the δ-lactone of the D-ring, and compound 2 is a mexicanolide-type limonoid with a C-16/C-30 δ-lactone ring. The absolute structures of 1 and 2 were determined using X-ray crystallography, whereas the structure of 3 was established mainly via NMR and mass spectroscopy. The inhibitory effects of 1-3 on nitric oxide production were evaluated, and it was revealed that 2 and 3 were potent nitric oxide inhibitors.


Subject(s)
Limonins
3.
Neurosci Lett ; 537: 35-9, 2013 Mar 14.
Article in English | MEDLINE | ID: mdl-23353104

ABSTRACT

Regeneration of the lateral olfactory tract (LOT) occurs spontaneously after transection in developing rats. In neonatally LOT-transected rats, we observed a newly formed myelinated tract near the rhinal sulcus. The aim of this study was to analyze the precise re-innervated cortical areas and to demonstrate ectopic LOT myelination in neonatally LOT-transected rats. Neonatal rats were subjected to unilateral LOT transection and simultaneous injection of a retrograde fluorescent tracer into the posterior olfactory cortex to evaluate the degree of transection. After 8 weeks, bilateral olfactory bulbs of the rats were subjected to multiple injections of an anterograde neuronal tracer to determine the extent of the regenerated fibers. In the completely LOT-transected rats, the regenerated fibers were distributed in the anterior olfactory cortices; the anterior olfactory nucleus, the olfactory tubercle, and the rostral part of the piriform cortex. Ectopic myelination of LOT was evident immediately below the rhinal sulcus in the completely and incompletely LOT-transected rats. We concluded that the regenerated bulbar fibers were confined to the regions of the anterior olfactory cortices and that ectopic myelination of the regenerated LOT occurred only at a specific site near the rhinal sulcus.


Subject(s)
Cerebral Cortex/physiology , Myelin Sheath/metabolism , Olfactory Pathways/physiology , Animals , Animals, Newborn , Cerebral Cortex/cytology , Female , Male , Nerve Fibers, Myelinated/metabolism , Olfactory Bulb/physiology , Olfactory Pathways/cytology , Rats , Rats, Wistar
4.
Bioorg Med Chem ; 16(15): 7193-205, 2008 Aug 01.
Article in English | MEDLINE | ID: mdl-18640044

ABSTRACT

A novel central nervous system (CNS) selective neurokinin-1 (NK(1)) receptor antagonist, (2S,3S)-3-[(1R)-6-methoxy-1-methyl-1-trifluoromethylisochroman-7-yl]-methylamino-2-phenylpiperidine 'CJ-17,493' (compound (+)-1), was synthesized stereoselectively using a kinetic resolution by lipase-PS as a key step. Compound (+)-1 displayed high and selective affinity (K(i)=0.2 nM) for the human NK(1) receptor in IM-9 cells, potent activity in the [Sar(9), Met(O(2))(11)]SP-induced gerbil tapping model (ED(50)=0.04 mg/kg, s.c.) and in the ferret cisplatin (10mg/kg, i.p.)-induced anti-emetic activity model (vomiting: ED(90)=0.07 mg/kg, s.c.), all levels of activity comparable with those of CP-122,721. In addition, compound (+)-1 exhibited linear pharmacokinetics rather than the super dose-proportionality of CP-122,721 and this result provides a potential solution for the clinical issue observed with CP-122,721.


Subject(s)
Benzopyrans/chemistry , Benzopyrans/pharmacology , Neurokinin-1 Receptor Antagonists , Piperidines/chemistry , Piperidines/pharmacology , Animals , Antiemetics/chemistry , Antiemetics/pharmacology , Cell Line , Cisplatin/toxicity , Dose-Response Relationship, Drug , Ferrets , Gerbillinae , Humans , Molecular Structure , Structure-Activity Relationship , Vomiting/chemically induced , Vomiting/drug therapy
6.
J Org Chem ; 68(10): 4104-7, 2003 May 16.
Article in English | MEDLINE | ID: mdl-12737602

ABSTRACT

The synthesis of 6-chloro-2-(4-chlorobenzoyl)-1H-indol-3-ylacetic acid (1), a selective cyclooxygenase 2 (COX-2) inhibitor, is described. The synthesis relied on a novel indole formation that involved an alkylation/1,4-addition/elimination/isomerization cascade. It was demonstrated that the entire sequence from sulfonamide 13 and bromoketone 14 to the desired indole (1) could be executed in a single pot.


Subject(s)
Chlorobenzoates/chemical synthesis , Combinatorial Chemistry Techniques , Enzyme Inhibitors/chemical synthesis , Indoleacetic Acids/chemical synthesis , Isoenzymes/antagonists & inhibitors , Alkylation , Catalysis , Chlorobenzoates/pharmacology , Cyclooxygenase 2 , Enzyme Inhibitors/pharmacology , Indicators and Reagents , Indoleacetic Acids/pharmacology , Molecular Structure , Prostaglandin-Endoperoxide Synthases
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