Anti-Staphylococcal and Cytotoxic Compounds fromHyptis pectinata

Abstract

Bioassay-guided fractionation of a CHCl (3) extract prepared from the Mexican medicinal plant Hyptis pectinata led to the isolation of four pyrones, pectinolides A-C ( 1-3) and H ( 4). Activity was tracked using cultured KB cells. Multidrug-resistant strains of Staphylococcus aureus were sensitive to pectinolide H ( 4; KB > 20 microg/mL) in the concentration range of 32-64 microg/mL. The absolute stereochemistry of this new compound was established as 5 S-[(4 S-acetyloxy)-(1 S-hydroxy)-2 Z-octenyl]-2(5 H)-furanone on the basis of spectral, chiroptical data and chemical correlation with pectinolide A ( 1). Mosher ester derivatives were used with pectinolide B ( 2) for confirmation of the 3'-( S) absolute stereochemistry on the side chain chiral center of pectinolides A-C.

Eight New Diterpenoids and Two New Nor-Diterpenoids from the Stems of Croton cascarilloides

“…Using several types of chromatography, diterpenoids (1)(2)(3)(4)(5)(6)(7)(8) and nor-diterpenoids (9, 10) were isolated from a CH 2 Cl 2 -soluble fraction prepared from the MeOH extract of the stems of C. cascarilloides (Fig. 2).…”

“…4). The positive Cotton effect observable in the circular dichroism (CD) spectrum [Δε +3.41 (251)] empirically indicated the absolute configuration at the 9-position of the α,β-unsaturated γ-lactone ring was S, 7,8) and chirality analysis of the 2-methylbutanoic acid moiety by HPLC with an optical rotation detector established the absolute configuration of 1 to be shown in Fig. 2.…”

In vitroadditive effect ofHyptis martiusiiin the resistance to aminoglycosides of methicillin-resistantStaphylococcus aureus

“…Antitumor, cytotoxic, antibacterial, phototoxic, and insecticidal activities were identified (Araújo et al, 2003(Araújo et al, , 2006Costa-Lotufo et al, 2004;Costa et al, 2005;Coutinho et al, 2008b. With other plants from the genus Hyptis were isolated chemical compounds such as flavonoids (Isobe et al, 2006), diterpenes (Ohsaki et al, 2005) and sesquiterpenes (Facey et al, 2005), with antimicrobial, insecticidal, analgesic, and antiplasmodial activity (Okiemy-Andissa et al, 2004;Chukwujekwu et al, 2005;Fragoso-Serrano et al, 2005). Leaves, stems and fruits from these plants are used alone or combination by several populations as a popular remedy.…”

Chemical composition and antimicrobial activity of the essential oil of Hyptis pectinata (l.) Poit.

“…Although there have been a limited number of investigations of the bioactivity of H. pectinata, information concerning the antibacterial and antifungal properties of the essential oil is scarce. Malan 7,8 reported high antifungal and antibacterial activity and, more recently, Fragoso-Serrano et al 9 noted in vitro anti-staphylococcal activity from the isolated pectinolides A, B, C and H. Oils from several Lamiaceae species have been tested for their antibacterial properties, with all species being shown to be effective in reducing growth of the bacteria tested. 10 The aim of the present work was to determine the chemical composition and evaluate the antimicrobial activity of the essential oil of H. pectinata, cultivated in Sergipe state, Brazil, against reference strains of Gram (+) and Gram (-) bacteria, and yeasts (Candida genus and Cryptococcus neoformans).…”