High Quality Essential Oils Extracted by an Eco-Friendly Process from Different Citrus Fruits and Fruit Regions
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1 High Quality Essential Oils Extracted by an Eco-Friendly Process from Different Citrus Fruits and Fruit Regions Rosaria Ciriminna, a Alexandra Fidalgo, b Riccardo Delisi, a Diego Carnaroglio, c,d Giorgio Grillo, d Giancarlo Cravotto, d Alfredo Tamburino, e Laura M. Ilharco, b * Mario Pagliaro a * a Istituto per lo Studio dei Materiali Nanostrutturati, CNR, via U. La Malfa 153, Palermo PA, Italy; b Centro de Química-Física Molecular and IN-Institute of Nanoscience and Nanotechnology, Instituto Superior Técnico, University of Lisboa, Complexo I, Av. Rovisco Pais 1, Lisboa, Portugal; c Milestone Srl, Sorisole, BG, Italy; d Dipartimento di scienza e tecnologia del farmaco, Centre for Nanostructured Interfaces and Surfaces, Università degli Studi di Torino, Torino, Italy; e Legambiente, via Salaria 403, Rome, Italy. Electronic Supporting Information (Figures S1-S4; Table S1-S3) S1
2 Figure S1. DRIFT spectrum of (R)-(+)-Limonene. S2
3 Orange Orange Orange Lemon Lemon Lemon Figure S2. Deconvolution of the DRIFT spectra ( cm -1 ) into a sum of Gaussian and Lorentzian components by a non-linear least-squares fitting method. S3
4 Orange Orange Orange Lemon Lemon Lemon 1900 Figure S3. Deconvolution of the DRIFT spectra ( cm -1 ) into a sum of Gaussian and Lorentzian components by a non-linear least-squares fitting method. S4
5 Orange Orange Orange Wavenumber cm Lemon Lemon Lemon Wavenumber cm / Wavenumber cm Figure S4. Deconvolution of the DRIFT spectra ( cm -1 ) into a sum of Gaussian and Lorentzian components by a non-linear least-squares fitting method. S5
6 Table S1. Assignments of the spectral band components recovered by deconvolution of the DRIFT spectra ( cm -1 ) of EOs from different citrus and parts. Component center / cm -1 Constituent Assignment Orange Lemon Grapef. LOH/HPMFs νo-h LOH/HPMFs νo-h LOH/HPMFs νo-h BOH/HPMFs νo-h βm ν... as CH 2(chain) L/βP/LOH/LAc/βM ν as=ch L/βP/βM/LAc/LOH ν s=ch L/βM/γT/PMFs ν=ch γt/βp ν as=ch 2(ring 4,5) 2982 L/γT/βP/LOH/LAc/βM/Ci/IIm ν asch L/γT/βP/LOH/LAc/βM/Ci ν asch L/γT/βP/LOH/LAc/βM/Ci/IIm ν sch PMFs ν s(o)ch L/γT/βP/LOH/LAc/βM/Ci/IIm ν sch L ν sch 2(ring) βm/loh/iim ν sch Ci νco-h ip - in plane; op - out of plane. L - Limonene; βp - β-pinene; γt - γ-terpinene; βm - β-myrcene; LOH - Linalool; LAc - Linalyl acetate; Ci - Citral; BOH - Borneol; PMFs - Polymethoxyflavones; HPMFs - Hydroxylated Polymethoxyflavones; lim - Isoimperatorin. wast e S6
7 Table S2. Assignments of the spectral band components recovered by deconvolution of the DRIFT spectra ( cm -1 ) of EOs from different citrus and parts. Component center / cm -1 Constituent Assignment Orange Lemon Grapef. Lac νc=o IIm νc... O Ci νc... O L,βM,βP,LOH,Lac/Ci,PMFs νc=c/νc... O L νc=c (ring) Ci νc CCO γt νc=c (ring) βm νc... C ip - in plane; op - out of plane. L - Limonene; βp - β-pinene; γt - γ-terpinene; βm - β-myrcene; LOH - Linalool; LAc - Linalyl acetate; Ci - Citral; BOH - Borneol; PMFs - Polymethoxyflavones; HPMFs - Hydroxylated Polymethoxyflavones; lim - Isoimperatorin. S7
8 Table S3. Assignments of the spectral band components recovered by deconvolution of the DRIFT spectra ( cm -1 ) of EOs from different citrus and parts. Component center / cm -1 Constituent Assignment Orange Lemon Grapef. PMFs νc... C (arom ring) L δch L/γT/βP/LOH/LAc/βM/Ci/IIm/BOH δ asch βp δ sch IIm δ s(o)ch LOH/βM/IIm δch L δch 2(ring) PMFs ν asc-o-c βm Lac ν asc-o-c (ester) IIm ν asc-o-c PMFs ν asc-o-c PMFs/IIm/LOH/Ci ν sc-o-c/ δc-c=o βp ν skc-c (isopropyl) Lac ν sc-o-c (ester) IIm ν sc-o-c PMFs ν asc-o-c (6 ring) IIm/BOH ν asc-o-c (6 rings)/νc-o(h) IIm ν asc-o-c (5 ring) L/γT/βP/LOH/LAc/βM/IIm/Ci/BOH νc-c LAc νc-c LAc/βM δ ip=ch/δ op=ch L/γT/PMFs/IIm δch (ring) γt δch (ring) L/γT/βP/LOH/LAc/βM/Ci ρch L δ op=ch 2/ρCH PMFs ρ(o)ch γt ρch L/γT/βM/LAc/LOH δ op=ch L ρch 2(ring) PMFs δ op=ch (ar ring) IIm δ op=ch (5 ring) ip - in plane; op - out of plane. L - Limonene; βp - β-pinene; γt - γ-terpinene; βm - β-myrcene; LOH - Linalool; LAc - Linalyl acetate; Ci - Citral; BOH - Borneol; PMFs - Polymethoxyflavones; HPMFs - Hydroxylated Polymethoxyflavones; lim - Isoimperatorin. S8
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