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1.
J Emerg Med ; 47(2): 147-9, 2014 Aug.
Article in English | MEDLINE | ID: mdl-24746906

ABSTRACT

BACKGROUND: Retroperitoneal abscesses are rare complications of intraabdominal infectious processes and can progress to necrotizing infections. Necrotizing pancreatitis occurs in 10-25% of patients that require hospital admission for pancreatitis, is associated also with a 25% mortality rate, and may lead to formation of a retroperitoneal abscess. CASE REPORT: We report a case of a 63-year-old woman with a recently resolved case of pancreatitis who presented to the Emergency Department (ED) with a painful nodule on her left flank for 3 weeks, rapidly progressing over the last 12 h. In the ED, examination revealed an expanding area of erythema over the left flank with sepsis. Computed tomography scan revealed necrotizing pancreatitis with retroperitoneal abscess tracking to the abdominal wall, resulting in necrotizing fasciitis. She was taken emergently to the operating room with a good outcome. WHY SHOULD AN EMERGENCY PHYSICIAN BE AWARE OF THIS?: Acute pancreatitis is common, with a minority of cases resulting in parenchymal necrosis, which can lead to retroperitoneal infections. Rarely, necrotizing fasciitis can present on the abdominal wall as a complication of intraabdominal or retroperitoneal infections. The emergency provider should be aware of these complications that may lead to necrotizing infections and a potentially indolent course.


Subject(s)
Fasciitis, Necrotizing/etiology , Pancreatitis, Acute Necrotizing/complications , Retroperitoneal Space/diagnostic imaging , Skin Diseases, Bacterial/diagnosis , Abdominal Abscess/diagnostic imaging , Female , Humans , Middle Aged , Tomography, X-Ray Computed
2.
J Org Chem ; 77(22): 10001-9, 2012 Nov 16.
Article in English | MEDLINE | ID: mdl-23126509

ABSTRACT

A base-mediated 6-endo-trig cyclization of readily accessible enone-derived α-amino acids has been developed for the direct synthesis of novel 2,6-cis-6-substituted-4-oxo-L-pipecolic acids. A range of aliphatic and aryl side chains were tolerated by this mild procedure to give the target compounds in good overall yields. Molecular modeling of the 6-endo-trig cyclization allowed some insight as to how these compounds were formed, with the enolate intermediate generated via an equilibrium process, followed by irreversible tautomerization/neutralization providing the driving force for product formation. Stereoselective reduction and deprotection of the resulting 2,6-cis-6-substituted 4-oxo-l-pipecolic acids to the corresponding 4-hydroxy-L-pipecolic acids was also performed.


Subject(s)
Pipecolic Acids/chemistry , Pipecolic Acids/chemical synthesis , Cyclization , Molecular Structure , Stereoisomerism
3.
Chem Commun (Camb) ; 47(23): 6569-71, 2011 Jun 21.
Article in English | MEDLINE | ID: mdl-21573277

ABSTRACT

The first stereoselective synthesis of 2,6-trans-6-substituted-4-oxo-L-pipecolic acids using a tandem reductive amination/6-endo-trig cyclisation process is described. The sequential reduction and cyclisation mediated by sodium cyanoborohydride allowed the preparation of a series of highly functionalised 6-alkyl and 6-aryl analogues.


Subject(s)
Pipecolic Acids/chemistry , Amination , Borohydrides/chemistry , Crystallography, X-Ray , Cyclization , Molecular Conformation , Oxidation-Reduction , Pipecolic Acids/chemical synthesis , Stereoisomerism
4.
Org Biomol Chem ; 7(20): 4309-16, 2009 Oct 21.
Article in English | MEDLINE | ID: mdl-19795073

ABSTRACT

The development of a facile and general method for the preparation of enone derived alpha-amino acids is described. The key step involves a Horner-Wadsworth-Emmons reaction between an aspartic acid derived beta-keto phosphonate ester and a range of aldehydes resulting in the formation of highly functionalised alpha-amino acids in good yields. An efficient two-stage deprotection process using mild conditions was developed to give the parent alpha-amino acids. Application of this methodology has produced a novel fluorescent alpha-amino acid that has potential as a biological marker.


Subject(s)
Alkenes/chemistry , Amino Acids/chemistry , Amino Acids/chemical synthesis , Fluorescent Dyes/chemistry , Ketones/chemistry , Spectrometry, Fluorescence
5.
Biol Reprod ; 80(2): 375-83, 2009 Feb.
Article in English | MEDLINE | ID: mdl-18923163

ABSTRACT

Prunella vulgaris (PV), a commonly used Chinese herb, also known as Self-heal, has a wide range of reported medicinal activities. By screening multiple herbs using the endometrial cancer cell line, ECC-1, and an alkaline phosphatase detection assay, we found that PV displayed significant antiestrogenic activity. We investigated the possible usefulness of antiestrogenic activity using both in vitro and in vivo models of endometrial function. Using the well-differentiated, hormone-responsive endometrial cell line, ECC-1, PV extract, at concentrations that were not toxic to the cells, significantly reduced alkaline phosphatase activity and cell proliferation in response to estrogen in a dose-dependent manner. The expression of CYR61, an estrogen-induced protein, was blocked in ECC-1 cells by both the antiestrogen ICI 182,780 and PV extract. Interestingly, PV extract did not appear to directly inhibit estrogen signaling. Rather, we found that its activities were probably related to an ability to function as an aryl hydrocarbon receptor (AHR) agonist in ECC-1 cells. In support of this hypothesis, we noted that PV induced CYP1A1, CYP1B1, and AHR repressor expression in a dose-dependent manner--responses that were blocked by small interfering RNA treatment to reduce AHR and specific AHR antagonists. Ovariectomized immunodeficient RAG-2/gamma(c) knockout mice implanted with human endometrial xenografts developed implants only when treated with estrogen. Mice treated with estrogen and PV tea in their drinking water had fewer and smaller xenograft implants compared with their estrogen-treated counterparts that drank only water (P < 0.05). Analysis of the resulting implants by immunohistochemistry demonstrated persistent estrogen receptor (ER), but reduced proliferation and CYR61 expression. Mouse uterine tissue weight in PV-treated mice was not different from controls, and cycle fecundity of intact C57 female mice was unaffected by PV tea treatment. PV, or Self-heal, exhibits significant antiestrogenic properties, both in vitro and in vivo. This activity is likely due to the ability of PV-activated AHR to interfere with estrogen. This herb may be useful as an adjunct for the treatment of estrogen-dependent processes like endometriosis and breast and uterine cancers. Full characterization of this herb will likely provide new insights into the crosstalk between AHR and ESR1, with potential for therapeutic applications in women.


Subject(s)
Drugs, Chinese Herbal/pharmacology , Estrogen Receptor Modulators/pharmacology , Prunella , Animals , Cell Proliferation/drug effects , Drugs, Chinese Herbal/therapeutic use , Endometrial Neoplasms/drug therapy , Endometrial Neoplasms/genetics , Endometrial Neoplasms/metabolism , Endometrial Neoplasms/pathology , Estrogen Receptor Modulators/therapeutic use , Female , Humans , Mice , Mice, Inbred C57BL , Mice, Knockout , Plant Extracts/pharmacology , Plant Extracts/therapeutic use , Protein Binding , Prunella/chemistry , Receptors, Aryl Hydrocarbon/agonists , Receptors, Aryl Hydrocarbon/genetics , Receptors, Aryl Hydrocarbon/metabolism , Tumor Cells, Cultured , Xenograft Model Antitumor Assays
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