Characterization of Jamaican agro-industrial wastes. Part II, fatty acid profiling using HPLC: precolumn derivatization with phenacyl bromide.

This paper describes the determination of fatty acid composition of coffee, citrus and rum distillery wastes using reversed-phase high-performance liquid chromatography (RP-HPLC). Lipid extracts of the waste samples are derivatized with phenacyl bromide and their phenacyl esters are separated on a C8 reversed-phase column by using continuous gradient elution with water and acetonitrile. The presence of saturated and unsaturated fatty acids in quantifiable amounts in the examined wastes, as well as the high percentage recoveries, are clear indications that these wastes have potential value as inexpensive sources of lipids. The HPLC procedures described here could be adopted for further analysis of materials of this nature.

The antibacterial activities of mikanolide and its derivatives.

OBJECTIVE: The sesquiterpene, mikanolide, was found to possess antibacterial activity. As a result, a structure-activity relationship study was carried out on mikanolide and eleven of its derivatives. METHODS: Mikanolide and two of its derivatives were isolated from organic extract of Mikania micrantha using chromatographic methods. Nine additional derivatives were synthesized and all were investigated for their antibacterial activity against the Gram positive pathogen Staphylococcus aureus and beta haemolytic Streptococcus group A (BHSA) as well as the Gram negative Escherichia coli using the disk diffusion assay. RESULTS: The investigation revealed that only four of the derivatives displayed antibacterial activity and only pathogens Staphylococcus aureus and beta haemolytic Streptococcus group A were susceptible at a concentration of 100 microg per disk. However there was an increase in activity for three of the derivatives in comparison to mikanolide. CONCLUSION: This study underscores the potential for phytochemicals from locally available plants to be further investigated and developed as antibacterial agents.

Characterization of Jamaican agro-industrial wastes. Part I: characterization of amino acids using HPLC: pre-column derivatization with phenylisothiocyanate.

Jamaican agro-industries generate large quantities of wastes, which are either discarded or under-utilized. In order to evaluate the possible utilization of these wastes, it is necessary that the profiles of the major biochemical groups be developed. This paper describes the determination of the amino acid composition of coffee, citrus, and rum distillery wastes using a reversed-phase high-performance liquid chromatography method. Acid hydrolysates of the wastes are derivatized with phenylisothiocyanate. They are analyzed as their phenylthiocarbamyl derivatives and determined quantitatively using norleucine as the internal standard. The presence of all the 17 amino acids investigated, nine of which include those essential for animal nutrition, are observed in the samples investigated, suggesting a high quality of protein with implications in the formulation of animal feeds.

In vitro anti-proliferation/cytotoxic activity of epingaione and its derivatives on the human SH-SY5Y neuroblastoma and TE-671 sarcoma cells.

Epingaione (4-Methyl-1-(5-methyl-2, 3,4,5-tetrahydro-[2,3']bifuranyl-5-yl)-pentan-2-one) was isolated as one of the major lipophilic secondary metabolites from the leaves and stems of Bontia daphnoides L. The compound gave 79.24% and 50.83% anti-proliferation/cytotoxic activity on the human SH-SY5Y neuroblastoma and TE-671 sarcoma cells in vitro at 50 pg/mL, respectively. Epingaione was transformed into eleven derivatives under laboratory conditions using ethanol, some gave greater anti-proliferation/cytotoxic activity on the cancer cell lines tested. One of the derivatives (compound 2) with enhanced cytotoxic activity was elucidated as 5'-Ethoxy-5-methyl-5-(4-methyl-2-oxo-pentyl)-2,3,4,5-tetrahydro-5'H-[2,3']bifuranyl-2'-one. Both epingaione and compound 2 caused an accumulation of arrested or dead SH-SY5Y neuroblastoma in the m-phase of the cell cycle as revealed by the m-phase specific marker KE 67.

Investigation of essential oil extracts from four native Jamaican species of Bursera for antibacterial activity.

OBJECTIVE: Bacterial infection with organisms resistant to antibiotics have increased during the last few decades worldwide. Because of this increase, the authors decided to subject the essential oils from the stem, leaves and fruits of the four native Jamaica species of Bursera to microbial studies. METHODS: Steam distillate extracts from different parts of four native Jamaican spp of Bursera simaruba (Red Birch), Bursera lunanii (Black Birch), Bursera hollickii and Bursera aromatica (Siboney) were tested for their antibacterial activity against six common pathogens: Escherichia coli, Proteus mirabilis, Pseudomonas aeruginosa, Staphylocococcus aureus, methicillin resistant Staphylococcus aureus (MRSA) and beta-haemolytic Streptococcus group A (BHSA) using a disk diffusion assay. RESULTS: The investigation revealed that extracts from two of the four plants tested were active against all the pathogens. These were extracts from the fruits and stems of B. simaruba and those from the fruit of B. lunanii. CONCLUSION: This study gives credence to the ongoing search for locally available plants whose extracts possess significant antimicrobial activity. This may be useful in the development of naturally derived pharmaceuticals.

Investigation of essential oil extracts from four native Jamaican species of Bursera for antibacterial activity / Investigación de los extractos de aceites esenciales a partir de cuatro especies de bursera, endémicas de jamaica, para la determinación de su actividad antibacteriana

OBJECTIVE: Bacterial infection with organisms resistant to antibiotics have increased during the last few decades worldwide. Because of this increase, the authors decided to subject the essential oils from the stem, leaves and fruits of the four native Jamaica species of Bursera to microbial studies. METHODS: Steam distillate extracts from different parts of four native Jamaican spp of Bursera simaruba (Red Birch), Bursera lunanii (Black Birch), Bursera hollickii and Bursera aromatica (Siboney) were tested for their antibacterial activity against six common pathogens: Escherichia coli, Proteus mirabilis, Pseudomonas aeruginosa, Staphylocococcus aureus, methicillin resistant Staphylococcus aureus (MRSA) and beta-haemolytic Streptococcus group A (BHSA) using a disk diffusion assay. RESULTS: The investigation revealed that extracts from two of the four plants tested were active against all the pathogens. These were extracts from the fruits and stems of B. simaruba and those from the fruit of B. lunanii. CONCLUSION: This study gives credence to the ongoing search for locally available plants whose extracts possess significant antimicrobial activity. This may be useful in the development of naturally derived pharmaceuticals.

Objetivo: La infección bacteriana con organismos resistentes a los antibióticos ha aumentado a nivel mundial durante las últimas décadas. Debido a este aumento, los autores decidieron someter a estudios microbianos los aceites esenciales de cortezas, hojas y frutos de cuatro especies de Bursera endémicas de Jamaica. Métodos: Los extractos destilados al vapor, de diferentes partes de cuatro spp endémicas de Jamaica, a saber, Bursera simaruba (abedul rojo), Bursera lunanii (abedul negro), Bursera hollickii y Bursera aromatica (Siboney), fueron analizados mediante un ensayo de difusión en disco, a fin de determinar su actividad antimicrobiana frente a seis patógenos comunes: Escherichia coli, Proteus mirabilis, Pseudomonas aeruginosa, Staphylocococcus aureus, Staphylococcus aureus resistente a la meticilina (MRSA) y el Streptococcus betahemolítico del grupo A (EBHA). Resultados: La investigación reveló que los extractos de dos de las cuatro plantas sometidas a examen eran activas contra todos los patógenos. Estos fueron los extractos de frutos y ramas de B simaruba y los de frutos de B lunanii. Conclusión: Este estudio da crédito a la investigación que se lleva a cabo con el propósito de determinar qué extractos de plantas disponibles localmente poseen una actividad antimicrobiana significativa. Esto puede resultar útil para el desarrollo de productos farmacéuticos derivados naturalmente.

In vitro anti-proliferation/cytotoxic activity of epingaione and its derivatives on the human SH-SY5Y neuroblastoma and TE-671 sarcoma cells / Actividad citotóxica antiproliferativa in vitro de la epingaiona y sus derivados, sobre el neuroblastoma humano sh-sy5y y las células del sarcoma te-671

Epingaione (4-Methyl-1-(5-methyl-2, 3,4,5-tetrahydro-[2,3']bifuranyl-5-yl)-pentan-2-one) was isolated as one of the major lipophilic secondary metabolites from the leaves and stems of Bontia daphnoides L. The compound gave 79.24and 50.83anti-proliferation/cytotoxic activity on the human SH-SY5Y neuroblastoma and TE-671 sarcoma cells in vitro at 50 pg/mL, respectively. Epingaione was transformed into eleven derivatives under laboratory conditions using ethanol, some gave greater anti-proliferation/cytotoxic activity on the cancer cell lines tested. One of the derivatives (compound 2) with enhanced cytotoxic activity was elucidated as 5'-Ethoxy-5-methyl-5-(4-methyl-2-oxo-pentyl)-2,3,4,5-tetrahydro-5'H-[2,3']bifuranyl-2'-one. Both epingaione and compound 2 caused an accumulation of arrested or dead SH-SY5Y neuroblastoma in the m-phase of the cell cycle as revealed by the m-phase specific marker KE 67.

La epingaiona (4-Metil-1-(5-metil-2,3,4,5-tetrahidro-[2,3']bifuranil-5-il)-pentan-2-uno) fue aislada como uno de los principales metabolitos lipofilicos secundarios de las hojas y tallos de Bontia daphnoides L. El compuesto produjo 79.24 % y 50.83 % de actividad citotóxica/anti-proliferación sobre el neuroblastoma humano SH-SY5Y y las células del sarcoma TE-671 in vitro a 50 µg/mL, respectivamente. La epingaiona fue transformada en once derivados en condiciones de laboratorio, utilizando etanol. Algunos produjeron mayor actividad citotóxica y antiproliferativa sobre las líneas celulares cancerosas sometidas a ensayo. Uno de los derivados (compuesto 2) de elevada actividad citotóxica fue identificado como 5'-Etoxi-5-metil-5-(4-metil-2-oxo-pentil)-2,3,4,5-tetrahidro-5'H- [2,3']bifuranil-2'-uno. Tanto la epingaiona como el compuesto 22 causaron una acumulación de neuroblastomas SH-SY5Y muertos o detenidos en la fase m del ciclo celular, según lo revela el marcador KE 67 específico de la fase m.

Steroid transformations with Exophiala jeanselmei var. lecanii-corni and Ceratocystis paradoxa.

The fungi Exophiala jeanselmei var. lecanii-corni [IMI (International Mycological Institute) 312989, UAMH (University of Alberta Microfungus Collection and Herbarium) 8783] and Ceratocystis paradoxa (IMI 374529, UAMH 8784) have been examined for their potential in steroid biotransformation. The study has determined that E. jeanselmei var. lecanii-corni effected overall anti-Markovnikov hydration on dehydroisoandrosterone, and side-chain degradation on a variety of pregnanes. Both ascomycetes were found to carry out redox reactions of alcohols and ketones as well as 1,4 reduction of alpha,beta-unsaturated carbonyl systems.

Investigation of plants used in Jamaican folk medicine for anti-bacterial activity.

We have started a systematic scientific study of folklore medicinal plants currently used as alternative medicine in Jamaican society. In this initial study, extracts of plants widely used by the islanders are studied for antibacterial activity against five common pathogens; Streptococcus group A, Staphylococcus aureus, Proteus mirabilis, Pseudomonas aeruginosa and Escherichia coli. These studies revealed that 25% (approx.) of the plant extracts had antimicrobial activity against at least one of the microbes used. Subsequent to these observations, extracts from Mikania micrantha were examined in detail. This led to the isolation of two sesquiterpenoids, mikanolide and dihydromikanolide, with activity against S. aureus and C. albicans. The results suggest that traditional folk medicine could be used as a guide in our continuing search for new natural products with potential medicinal properties.

Acaricidal and insecticidal activities of cadina-4,10 (15)-dien-3-one.

The novel assignment of 13C and 1H NMR data for cadina-4,10(15)-dien-3-one obtained from Hyptis verticillata is presented. The study revealed that cadina-4,10(15)-dien-3-one possesses chemosterilant activities against the economically important cattle tick, Boophilus microplus, and toxic action against adult Cylas formicarius the most destructive pest of sweet potato (I pomoea sp.).