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ARS Home » Southeast Area » Miami, Florida » Subtropical Horticulture Research » Research » Publications at this Location » Publication #347574

Research Project: Methyl Bromide Replacement: Mitigation of the Invasive Pest Threat from the American Tropics and Subtropics

Location: Subtropical Horticulture Research

Title: Biological evaluation, overpressured layer chromatography (OPLC) separation and isolation of a new acetylenic derivative compound from Prangos platychlaena ssp. platychlaena fruit essential oils

item Tabanca, Nurhayat
item Wedge, David
item LI, XING-CONG - University Of Mississippi
item GAO, ZENGPING - Beijing University Of Agriculture
item OZEK, TEMEL - Anadolu Universtiy
item Bernier, Ulrich
item Epsky, Nancy
item CAN BASER, K. HUSNU - Near East University
item OZEK, GULMIRA - Anadolu Universtiy

Submitted to: Planar Chromatography
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 11/17/2017
Publication Date: 1/18/2018
Citation: Tabanca, N., Wedge, D.E., Li, X., Gao, Z., Ozek, T., Bernier, U.R., Epsky, N.D., Can Baser, K., Ozek, G. 2018. Biological evaluation, overpressured layer chromatography (OPLC) separation and isolation of a new acetylenic derivative compound from Prangos platychlaena ssp. platychlaena fruit essential oils. Planar Chromatography. 31(1):61-71.

Interpretive Summary: This paper documents the investigation of chemical composition of Prangos platychlaena ssp, platychlaena essential oils (EO) and describes their antifungal activity against the strawberry anthracnose-causing fungal plant pathogens Colletotrichum acutatum, C. fragariae and C. gloesporioides, repellent activity against mosquito Aedes aegypti and short range attraction of medfly Ceratitis capitata. Essential oils were found rich in acetylenic type of compounds and a new compound was identified by spectroscopic methods. Oil had no antifungal activity against these three plant pathogens and was not found to be a host for C. capitata. Prangos platychlaena EO had good mosquito repellency compared to the standard repellent, DEET and shows promise for future mosquito repellent bioassays.

Technical Abstract: In the present work, fruits of Prangos platychlaena Boiss. ex Tchihat. ssp. platychlaena (Apiaceae) collected from eastern (Sample A) and central (Sample B) parts of Turkey were subjected to hydrodistillation to yield essential oils (EOs). The chemical composition of P. platychlaena ssp. platychlaena fruit oil was analyzed by gas chromatography-flame ionization detector (GC-FID) and gas chromatography/mass spectrometry (GC/MS) techniques. The unknown compound with 178 [M]+ in high percentages was detected in both EOs (45.8% and 11.2% in sample A and B, respectively). Column chromatography on silica gel was subsequently followed by the sample A and yielded a new acetylenic derivative (1), which was characterized by spectroscopic techniques as (2S)-3,5-nonadiyne-2-yl acetate. Samples A and B oils were characterized by a series of acetylenic derivatives like 3,5-nonadiyne (24.5% and 5.8% in A and B, respectively), (Z)-3,5-nonadiyne-7-ene (0.2% in A) and (E)-3,5-nonadiyne-7-ene (0.5% in A). Monoterpenes a-pinene (6.8% and 12.8%), a-phellandrene (0.1% and 17.1), b-phellandrene (4.2% and 22.4%) were found to be the major components in P. platychlaena ssp. platychlaena EOs in sample A and B, respectively. The P. platychlaena ssp. platychlaena EOs were separated on the overpressured layer chromatography (OPLC) plates and plates were subsequently subjected to 1-dimensional bioautography assays using three plant pathogens, however, no antifungal activity was observed against three plant pathogens Colletotrichum acutatum, C. fragariae, and C. gloeosporioides. Due to a high yield, sample A was evaluated for its repellent activity against female mosquito Aedes aegypti and attraction of sterile male Mediterranean fruit fly Ceratitis capitata. Sample A demonstrated good repellency against Ae. aegypti in human-based cloth patch bioassays and no attraction to C. capitata in short range bioassays.