PMC:7784829 / 12424-26386 JSONTXT 2 Projects

Annnotations TAB TSV DIC JSON TextAE

Id Subject Object Predicate Lexical cue
T101 0-25 Sentence denotes Molecular docking studies
T102 26-137 Sentence denotes The three-dimensional structure of the SARS-CoV spike protein and SARS-CoV-2 Spike protein RBD has been solved.
T103 138-277 Sentence denotes The PDB files of the SARS-CoV spike protein (6CRV) and the Spike protein RBD of the SARS-CoV-2 (6M0J) was downloaded from the PDB databank.
T104 278-423 Sentence denotes These structures were used to predict the ability of the binding of curcumin and its derivatives to the spike proteins of the two corona viruses.
T105 424-529 Sentence denotes Curcumin and 24 of its derivatives (Figure 1 and Supplementary Figure 2) were docked on to 6CRV and 6M0J.
T106 530-748 Sentence denotes Tables 2 and 3 gives the binding energies of curcumin and its derivatives with 6CRV (binding energies ranged from −10.98 to −5.12 kcal/mol) and with 6M0J (binding energies ranged −10.01 to −5.33 kcal/mol) respectively.
T107 749-1134 Sentence denotes Visual examination of the computationally docked optimal binding poses of curcumin and its derivatives on 6CRV and 6MOJ revealed the important role of various types of interactions viz. hydrogen bonding and hydrophobic interactions, including π–π stacking, π–cation, and π–σ interactions in the stability of the binding of the curcumin/derivatives to the spike protein (6CRV and 6M0J).
T108 1135-1215 Sentence denotes All compounds showed one or more hydrogen bonds with 6CRV and 6M0J except a few.
T109 1216-1225 Sentence denotes Figure 2.
T110 1227-1686 Sentence denotes Molecular docking of Bis-demethoxy curcumin on SARS-CoV spike protein (6CRV). (A) 3 D structure of SARS-CoV Spike Glycoprotein Macromolecule (6CRV). (B) Binding Interaction of Bis-demethoxy curcumin with amino acid residues of SARS-CoV Spike glycoprotein (PDB ID-6CRV). (C) Superimposed binding mode of Bis-demethoxy curcumin with SARS-CoV Spike protein. (D) 2 D representation of the binding interaction of Bis-demethoxy curcumin with SARS-CoV Spike protein.
T111 1687-1695 Sentence denotes Table 2.
T112 1697-1790 Sentence denotes Molecular docking results of curcumin and its derivatives with SARS-CoV Spike protein (6CRV).
T113 1791-1857 Sentence denotes The top hits with the binding energy lesser than -8.4 are in bold.
T114 1858-1939 Sentence denotes Compound Binding Energy (ΔG) Ligand Efficiency Intermolecular energy XPH-Bond
T115 1940-1983 Sentence denotes Curcumin –10.1 –0.14 –8.24 –10.9724
T116 1984-2019 Sentence denotes BHBC –8.28 –0.13 –7.87 –3.42239
T117 2020-2054 Sentence denotes MNC –8.01 –0.43 –6.98 –8.01452
T118 2055-2095 Sentence denotes BDMC –10.98 –0.18 –8.94 –14.0467
T119 2096-2121 Sentence denotes 1 –5.12 –0.25 –4.17 0
T120 2122-2158 Sentence denotes 2 –8.55 –0.41 –6.56 –18.4317
T121 2159-2191 Sentence denotes 3 –6.56 –0.21 –4.92 –11.1148
T122 2192-2228 Sentence denotes 4 –8.69 –0.13 –6.94 –19.1539
T123 2229-2261 Sentence denotes 5 –7.03 –0.19 –5.93 –8.47153
T124 2262-2294 Sentence denotes 6 –6.59 –0.36 –5.12 –7.41531
T125 2295-2327 Sentence denotes 7 –7.96 –0.21 –6.14 –7.98548
T126 2328-2360 Sentence denotes 8 –7.55 –0.19 –5.14 –6.14537
T127 2361-2386 Sentence denotes 9 –6.91 –0.21 –5.18 0
T128 2387-2420 Sentence denotes 10 –7.75 –0.21 –6.14 –6.73473
T129 2421-2454 Sentence denotes 11 –8.02 –0.19 –6.19 –17.2465
T130 2455-2488 Sentence denotes 12 –7.85 –0.38 –6.25 –14.6321
T131 2489-2522 Sentence denotes 13 –5.94 –0.29 –4.12 –11.3576
T132 2523-2560 Sentence denotes 14 –8.75 –0.25 –7.19 –21.1412
T133 2561-2595 Sentence denotes 15 –7.87 –0.38 –7.26 –0.473228
T134 2596-2634 Sentence denotes 16 –8.47 –0.25 –6.88 –8.458912
T135 2635-2670 Sentence denotes DMC –7.89 –0.21 –6.41 –10.47057
T136 2671-2705 Sentence denotes FAC –7.17 –0.36 –5.15 –9.14873
T137 2706-2740 Sentence denotes IBC –7.91 –0.23 –7.17 –6.90341
T138 2741-2775 Sentence denotes IVC –7.43 –0.44 –6.67 –19.9864
T139 2776-2810 Sentence denotes SYC –6.82 –0.26 –5.45 –9.44678
T140 2811-2831 Sentence denotes Abbreviations: BHBC:
T141 2832-2886 Sentence denotes 3-5-di-tert-butyl-4-hydroxybenzaldehyde curcumin, MNC:
T142 2887-2929 Sentence denotes 4-methoxy-1-naphthaldehyde curcumin, BDMC:
T143 2930-2958 Sentence denotes Bis-demethoxy curcumin, DMC:
T144 2959-2983 Sentence denotes Demethoxy curcumin, FAC:
T145 2984-3011 Sentence denotes Ferulic-acid curcumin, IBC:
T146 3012-3036 Sentence denotes Ibuprofen curcumin, IVC:
T147 3037-3063 Sentence denotes Isovanillin curcumin, SYC:
T148 3064-3088 Sentence denotes Syringaldehyde curcumin.
T149 3089-3097 Sentence denotes Table 3.
T150 3099-3219 Sentence denotes Molecular docking analysis of curcumin and its derivatives with SARS-CoV-2 Spike protein Receptor binding domain (6M0J).
T151 3220-3286 Sentence denotes The top hits with the binding energy lesser than -8.4 are in bold.
T152 3287-3368 Sentence denotes Compound Binding Energy (ΔG) Ligand Efficiency Intermolecular energy XPH-Bond
T153 3369-3412 Sentence denotes Curcumin –9.81 –0.15 –8.35 –15.1512
T154 3413-3441 Sentence denotes BHBC −5.33 –0.13 –7.96 0
T155 3442-3476 Sentence denotes MNC –7.96 –0.27 –7.38 –4.24687
T156 3477-3517 Sentence denotes BDMC –10.01 –0.12 –9.18 –13.9824
T157 3518-3550 Sentence denotes 1 –7.58 –0.36 –6.19 –18.3489
T158 3551-3585 Sentence denotes 2 –8.81 –0.31 –8.38 1.2654
T159 3586-3618 Sentence denotes 3 –6.14 –0.34 –5.45 –6.95102
T160 3619-3655 Sentence denotes 4 –8.88 –0.18 –7.98 –14.0321
T161 3656-3687 Sentence denotes 5 –6.23 –0.26 –5.88 –3.5891
T162 3688-3720 Sentence denotes 6 –7.16 –0.37 –6.15 –10.1688
T163 3721-3753 Sentence denotes 7 –6.89 –0.25 –5.98 –9.12515
T164 3754-3786 Sentence denotes 8 –5.49 –0.12 –3.90 –5.92265
T165 3787-3819 Sentence denotes 9 –6.92 –0.18 –6.22 –6.96719
T166 3820-3849 Sentence denotes 10 –7.03 –0.24 –6.33 –7.0
T167 3850-3883 Sentence denotes 11 –6.88 –0.27 –6.23 –6.44363
T168 3884-3916 Sentence denotes 12 –7.95 –0.41 –5.70 –2.5581
T169 3917-3950 Sentence denotes 13 –6.11 –0.39 –5.42 –7.34943
T170 3951-3984 Sentence denotes 14 –7.45 –0.19 –6.40 –10.5367
T171 3985-4018 Sentence denotes 15 –5.74 –0.39 –5.51 –2.36748
T172 4019-4052 Sentence denotes 16 –7.83 –0.27 –7.48 –6.64321
T173 4053-4087 Sentence denotes DMC –5.98 –0.19 –5.38 –5.99913
T174 4088-4122 Sentence denotes FAC –5.85 –0.38 –5.25 –6.46613
T175 4123-4157 Sentence denotes IBC –6.65 –0.15 –6.20 –1.52841
T176 4158-4196 Sentence denotes IVC –8.96 –0.43 –7.73 –12.2707
T177 4197-4230 Sentence denotes SYC –5.87 –0.29 –5.43 –4.4411
T178 4231-4251 Sentence denotes Abbreviations: BHBC:
T179 4252-4306 Sentence denotes 3-5-di-tert-butyl-4-hydroxybenzaldehyde curcumin, MNC:
T180 4307-4349 Sentence denotes 4-methoxy-1-naphthaldehyde curcumin, BDMC:
T181 4350-4378 Sentence denotes Bis-demethoxy curcumin, DMC:
T182 4379-4403 Sentence denotes Demethoxy curcumin, FAC:
T183 4404-4431 Sentence denotes Ferulic-acid curcumin, IBC:
T184 4432-4456 Sentence denotes Ibuprofen curcumin, IVC:
T185 4457-4483 Sentence denotes Isovanillin curcumin, SYC:
T186 4484-4508 Sentence denotes Syringaldehyde curcumin.
T187 4509-4798 Sentence denotes In 6CRV, it was found that ARG99, GLY100, TRP 101, ILE116, ILE117, ASN118, VAL123, MET144, SER165, ASP166, PHE168, ARG183, PHE185, LYS198, ILE219, PHE220 were the major amino acids involved in hydrogen bonding, hydrophobic and van der Waals interaction with most of the curcumin compounds.
T188 4799-4921 Sentence denotes However, majority of the curcumin compounds exhibited hydrogen bonding with ARG99, MET144, LYS198 except compound 1 and 9.
T189 4922-5165 Sentence denotes In addition, all the compounds exhibited hydrophobic (π–π stacking, π–cation, and π–σ) interactions with ASP166, VAL123, PHE185 and van der Waals interaction with GLY100, TRP 101, ILE117, ASN118, ARG183, ILE116, PHE168, SER165, PHE220, ILE219.
T190 5166-5325 Sentence denotes All compounds showed one or more hydrogen bonding interactions with spike RBD of the SARS-CoV-2 (6M0J) except 3-5-di-tert-butyl-4-hydroxybenzaldehyde curcumin.
T191 5326-5576 Sentence denotes It was found that ARG355, TYR396, PRO426, ASP428, THR430, GLY431, PHE429, PHE 464, GLU516, SER514, LEU517 and PHE515 were the major amino acids involved in hydrogen bonding hydrophobic and van der Waals interaction with the all of curcumin compounds.
T192 5577-5677 Sentence denotes However, majority of the curcumin compounds exhibit hydrogen bonding with ARG355, LEU517 and THR430.
T193 5678-5871 Sentence denotes In addition, the compounds exhibited hydrophobic (π–π stacking, π–cation, and π–σ) and van der Waals interactions with PHE464, GLY431, GLU516, SER514, PHE515, TYR396, PRO426, ASP428 and PHE429.
T194 5872-6022 Sentence denotes The curcumin derivative with the best binding affinity was Bis-demethoxycurcumin for both 6CRV (ΔG = −10.98 kcal/mol) and 6M0J (ΔG = −10.01 kcal/mol).
T195 6023-6139 Sentence denotes The native compound, curcumin, demonstrated a binding energy of −9.81 kcal/mol for 6M0J and −10.1 kcal/mol for 6CRV.
T196 6140-6280 Sentence denotes Binding mode of Bis-demethoxycurcumin with SARS-CoV Spike protein and SARS-CoV-2 Spike protein RBD is shown in Figure 2 and 3, respectively.
T197 6281-6290 Sentence denotes Figure 3.
T198 6292-6808 Sentence denotes Molecular docking of Bis-demethoxy curcumin on SARS-CoV-2 spike protein receptor binding domain (6M0J). (A) 3D structure of SARS-CoV-2 spike protein RBD bound with ACE2 protein Macromolecule. (B) Binding Interaction of Bis-demethoxy curcumin with amino acid residue of spike protein RBD of SARS-CoV-2 (PDB ID-6M0J). (C) Superimposed binding mode of Bis-demethoxy curcumin, docked with SARS-CoV-2 spike protein RBD. (D) 2D representation of the binding interaction of Bis-demethoxy curcumin with SARS-CoV-2 spike RBD.
T199 6810-6873 Sentence denotes In-silico drug-likeness and pharmacokinetic property prediction
T200 6874-7011 Sentence denotes All the structures used for docking were analysed for in silico drug-likeness based on the Lipinski’s rules using pkCSM server (Table 4).
T201 7012-7168 Sentence denotes The lipophilicity (expressed as LogP) predicted for all the compounds were found to be well above the traditionally cut-off value of 5 used for drug design.
T202 7169-7322 Sentence denotes Curcumin and its derivatives, used in this study, show suitable MW values (MW < 500) essential for a successful penetration through biological membranes.
T203 7323-7449 Sentence denotes The surface area (SA) for all the compounds was observed to be in the range 115.89 − 240.65 Å2 which is well within the limit.
T204 7450-7707 Sentence denotes All compounds, except 5-di-tert-butyl-4-hydroxybenzaldehyde curcumin (BHBC), 4-methoxy-1-naphthaldehyde curcumin (MNC), Syringaldehyde curcumin (SYC) and compound-16, fall into the appropriate range indicating good bioavailability of the candidate molecule.
T205 7708-7852 Sentence denotes The number of hydrogen bond acceptors (HBA, ≤10) and donors (HBD, ≤5) for all the compounds were in accordance with the Lipinski’s rule of five.
T206 7853-7861 Sentence denotes Table 4.
T207 7863-7929 Sentence denotes In-silico prediction of drug-likeness for curcumin derivatives[a].
T208 7930-7992 Sentence denotes Compound MW LogP SA HBA HBD nviolations Rotatable bonds
T209 7993-8030 Sentence denotes BHBC 534.78 8.93 236.0 4 3 1 6
T210 8031-8069 Sentence denotes MNC 538.59 6.14 232.11 7 2 1 11
T211 8070-8108 Sentence denotes BDMC 308.33 3.83 133.51 4 3   5
T212 8109-8145 Sentence denotes 1 270.353 4.21 115.89 3 1   4
T213 8146-8182 Sentence denotes 2 332.739 3.79 136.57 5 4   4
T214 8183-8219 Sentence denotes 3 314.337 3.77 133.64 5 4   4
T215 8220-8255 Sentence denotes 4 322.36 4.36 139.56 3 3   4
T216 8256-8292 Sentence denotes 5 364.441 4.93 159.62 4 0   5
T217 8293-8329 Sentence denotes 6 320.388 4.95 141.45 4 3   1
T218 8330-8365 Sentence denotes 7 325.32 3.60 138.02 5 1   6
T219 8366-8402 Sentence denotes 8 329.193 4.45 125.75 2 1   4
T220 8403-8439 Sentence denotes 9 462.181 5.24 164.71 7 2   0
T221 8440-8477 Sentence denotes 10 351.358 4.13 149.74 4 5   1
T222 8478-8515 Sentence denotes 11 360.375 5.07 149.89 2 1   3
T223 8516-8553 Sentence denotes 12 419.565 6.24 185.40 9 4   1
T224 8554-8591 Sentence denotes 13 389.495 5.22 171.67 4 4   1
T225 8592-8629 Sentence denotes 14 342.778 3.81 143.82 4 2   2
T226 8630-8667 Sentence denotes 15 469.629 4.38 208.20 6 5   1
T227 8668-8706 Sentence denotes 16 486.564 6.19 211.58 11 6 1 0
T228 8707-8745 Sentence denotes DMC 342.391 3.20 146.43 5 2   9
T229 8746-8784 Sentence denotes FAC 550.604 4.7 232.81 9 2   15
T230 8785-8824 Sentence denotes IBC 556.655 5.24 240.62 7 1   15
T231 8825-8864 Sentence denotes IVC 504.535 4.69 214.22 8 3   11
T232 8865-8904 Sentence denotes SYC 430.453 3.77 180.12 10 8 1 3
T233 8905-9120 Sentence denotes [a]  MW = Molecular weight, LogP = octanol-water partition coefficient, SA = Surface Area, HBA = Number of hydrogen bond acceptor, HBD = Number of hydrogen bond donor, nviolations = violations from Lipinski’s rule.
T234 9121-9126 Sentence denotes BHBC:
T235 9127-9181 Sentence denotes 3-5-di-tert-butyl-4-hydroxybenzaldehyde curcumin, MNC:
T236 9182-9224 Sentence denotes 4-methoxy-1-naphthaldehyde curcumin, BDMC:
T237 9225-9253 Sentence denotes Bis-demethoxy curcumin, DMC:
T238 9254-9278 Sentence denotes Demethoxy curcumin, FAC:
T239 9279-9306 Sentence denotes Ferulic-acid curcumin, IBC:
T240 9307-9331 Sentence denotes Ibuprofen curcumin, IVC:
T241 9332-9358 Sentence denotes Isovanillin curcumin, SYC:
T242 9359-9383 Sentence denotes Syringaldehyde curcumin.
T243 9384-9539 Sentence denotes Additionally, a variety of key ADMET (Absorption, Distribution, Metabolism and Excretion) properties have also been calculated with the aid of pkCSMserver.
T244 9540-9574 Sentence denotes The results are listed in Table 5.
T245 9575-9877 Sentence denotes All curcumin derivatives showed moderate to high water solubility ranging from −2.91 log mol/L (BHBC) to −6.99 log mol/L (compound-12), in addition to high Caco-2 permeability (permeation > 0.90) except compound BHBC and MNC (permeation = 0.67 and 0.43 respectively) which showed moderate permeability.
T246 9878-10001 Sentence denotes Intestinal absorption (IA) has been found to be greater than 85% indicating good permeation across the intestinal membrane.
T247 10002-10090 Sentence denotes Further, all curcumin compounds showed good permeation through skin (permeation > −2.5).
T248 10091-10325 Sentence denotes Additionally, all curcumin compounds showed no inhibition towards P-glycoprotein I and P-glycoprotein II, except compounds BHBC, MNC, compound-13 and Ferrulic acid curcumin (FAC) which demonstrated inhibition towards P-glycoprotein I.
T249 10326-10463 Sentence denotes Furthermore, all curcumin compounds showed poor BBB permeability and moderate CNS permeability except Isovanillin curcumin (IVC) and SYC.
T250 10464-10637 Sentence denotes All showed inhibition towards the metabolizing enzyme CYP3A4 except BHBC, compounds-8, -11, -14, -15 and -16, while except compound-15, all showed inhibition towards CYP2C9.
T251 10638-10790 Sentence denotes All curcumin derivatives were found to show the total clearance in the range 0.10 log mL/min/kg (compound-1 and -4) to 1.01 log mL/min/kg (compound-15).
T252 10791-10999 Sentence denotes Further, all curcumin derivatives except compound 15 were found to act as OCT2 substrate, thus indicating that these compounds will not have any adverse interactions and no negative effect on renal clearance.
T253 11000-11008 Sentence denotes Table 5.
T254 11010-11064 Sentence denotes In-silico ADME prediction for curcumin derivatives[a].
T255 11065-11118 Sentence denotes Comp Absorption Distribution Metabolism Excretion
T256 11119-11186 Sentence denotes   WS CP IA SP PI-1 PI-2 VD FU BBB CNS CI-1 CI-2 TC RS
T257 11187-11274 Sentence denotes BHBC –2.91 0.67 88.62 –2.73 Yes Yes –0.39 0.31 –0.67 –0.85 No Yes 0.15 No
T258 11275-11360 Sentence denotes MNC –3.64 0.43 100 –2.73 Yes Yes –1.45 0.33 –0.39 –2.73 Yes Yes 0.26 No
T259 11361-11447 Sentence denotes BDMC –4.43 1.01 95.92 –2.99 No No –0.22 0.08 –0.72 –2.11 Yes Yes 0.12 No
T260 11448-11529 Sentence denotes 1 –4.66 1.25 91.80 –2.51 No No 0.18 0.06 0.01 –1.45 Yes Yes 0.10 No
T261 11530-11613 Sentence denotes 2 –3.23 0.93 89.16 –2.76 No No –0.07 0.12 –1.07 –2.29 Yes Yes 0.05 No
T262 11614-11697 Sentence denotes 3 –3.19 0.94 89.70 –2.76 No No –0.02 0.13 –1.06 –2.27 Yes Yes 0.06 No
T263 11698-11777 Sentence denotes 4 –4.11 0.92 87.64 –3.07 No No 0.09 0 –0.74 –1.85 Yes Yes 0.10 No
T264 11778-11857 Sentence denotes 5 –6.39 1.06 94.85 –2.49 No No 0.25 0 –0.03 –1.30 Yes Yes 0.22 No
T265 11858-11937 Sentence denotes 6 –5.42 1.43 90.49 –2.73 No No 0.05 0 –0.33 –1.29 Yes Yes 0.23 No
T266 11938-12017 Sentence denotes 7 –4.54 1.04 91.97 –2.73 No No –0.37 0 0.28 –2.20 Yes Yes 0.13 No
T267 12018-12095 Sentence denotes 8 –5.09 1.66 90.44 –2.29 No No 0.27 0 0.16 –1.47 No Yes 0.14 No
T268 12096-12174 Sentence denotes 9 –7.03 1.13 93.34 –2.51 No No 0.37 0 0.46 –1.26 Yes Yes 0.26 No
T269 12175-12256 Sentence denotes 10 –4.89 0.94 91.50 –2.74 No No –0.04 0 –0.24 –1.93 Yes Yes 0.11 No
T270 12257-12335 Sentence denotes 11 –5.93 1.28 89.16 –2.59 No No 0.36 0 0.66 –1.40 No Yes 0.13 No
T271 12336-12416 Sentence denotes 12 –6.99 1.02 91.30 –2.75 No No 0.66 0 –0.32 –1.85 Yes Yes 1.04 No
T272 12417-12499 Sentence denotes 13 –5.42 1.27 92.76 –2.80 Yes Yes 0.54 0 –0.02 –1.58 Yes Yes 0.26 No
T273 12500-12583 Sentence denotes 14 –4.20 1.12 90.31 –2.92 No No –0.04 0.01 –0.31 –1.33 No Yes 0.08 No
T274 12584-12666 Sentence denotes 15 –3.76 0.97 88.86 –2.79 No No 1.90 0.16 –0.20 –1.26 No No 1.01 Yes
T275 12667-12750 Sentence denotes 16 –6.92 0.90 94.67 –2.73 No No –0.59 0.07 –0.72 –2.62 No Yes 0.41 No
T276 12751-12836 Sentence denotes DMC –3.95 0.99 92.03 –2.74 No No –0.06 0.12 –0.23 –2.66 Yes Yes 0.32 No
T277 12837-12924 Sentence denotes FAC –4.02 1.41 83.68 –2.76 Yes Yes –0.58 0.24 –0.91 –3.26 Yes Yes 0.55 No
T278 12925-13010 Sentence denotes IBC –4.36 0.91 91.72 –2.73 No No –0.88 0.18 –0.53 –2.77 Yes Yes 0.62 No
T279 13011-13096 Sentence denotes IVC –3.95 0.96 89.31 –2.73 No No –0.60 0.24 –1.37 –3.02 Yes Yes 0.16 No
T280 13097-13181 Sentence denotes SYC –3.89 1.01 89.15 –2.73 No No 0.28 0.17 –1.47 –3.14 Yes Yes 0.23 No
T281 13182-13699 Sentence denotes [a]  Abbreviations: WS—Water solubility (log mol/L), CP—Caco2 permeability (log Papp in 10-6 cm/s), IA—Human intestinal absorption (% Absorbed), SP—Skin permeability (log Kp),PI-1—P-glycoprotein I inhibitor, PI-2—P-glycoprotein II inhibitor, VD—Human volume ofdistribution (log L/kg), FU—Fraction unbound (human) (Fu), BBB—BBB permeability (logBB), CNS—CNS permeability (log PS), CI-1—CYP3A4 inhibitor, CI-2—CYP2C9 inhibitor,TC—Total clearance (log mL/min/kg), RS—Renal OCT2 (organic cation transporter 2) substrate.
T282 13700-13705 Sentence denotes BHBC:
T283 13706-13760 Sentence denotes 3-5-di-tert-butyl-4-hydroxybenzaldehyde curcumin, MNC:
T284 13761-13803 Sentence denotes 4-methoxy-1-naphthaldehyde curcumin, BDMC:
T285 13804-13832 Sentence denotes Bis-demethoxy curcumin, DMC:
T286 13833-13857 Sentence denotes Demethoxy curcumin, FAC:
T287 13858-13885 Sentence denotes Ferulic-acid curcumin, IBC:
T288 13886-13910 Sentence denotes Ibuprofen curcumin, IVC:
T289 13911-13937 Sentence denotes Isovanillin curcumin, SYC:
T290 13938-13962 Sentence denotes Syringaldehyde curcumin.