How Closely Does Induced Agarwood’s Biological Activity Resemble That of Wild Agarwood?
Round 1
Reviewer 1 Report
This work described the volatile components, total chromone content, and the differences in the overall activities of wild agarwood and agarwood induced. However, some revisions should be well made:
Figures: (1) the figure notes should contain the letter presented in your figure. For example, in “Figure 3. The clearance rate of DPPH free radicals”, it’s better to provide additional information and differences between Figure 3 (a) and (b). Same below.
(2) In Figure 7, a picture of healthy uninoculated A. sinensis plants should be also provided.
Discussion: in this section, too many specific numbers are described, which are supposed to be contained in the "Results" section.
Line 79: “A. sinensis” should be unified with the “agarwood” above.
In Table S1 of supplementary material, the formula of compounds identified in WA was all missing, please complete it.
Line 80: “36 compounds were detected identified,” should be corrected to “36 compounds were detected and tentatively identified”
Line 330: The identification strategy of the volatiles should be clearly described. Were some of the volatiles identified by comparison with the spectra of chemical standards? Or were all volatile just tentatively identified by comparison of their mass spectra with the NIST2014 and Wiley 275 library data? The necessary information with identification levels should be provided by the authors.
Line 315: More information on IA, WA, and HA should be provided, including the habitat, the way of collection, and preservation. Regarding the pretreatment method, the authors should provide detailed information about their sample preparation steps rather than simply referencing to a previous study.
Author Response
Response to Reviewers’ Comments
This work described the volatile components, total chromone content, and the differences in the overall activities of wild agarwood and agarwood induced. However, some revisions should be well made:
Question 1: Figures: (1) the figure notes should contain the letter presented in your figure. For example, in “Figure 3. The clearance rate of DPPH free radicals”, it’s better to provide additional information and differences between Figure 3 (a) and (b). Same below.
Response 1: Thank you for your opinion. We have revised them in lines 138-141, 164-167, 183-186, and 201-204.
Question 2: (2) In Figure 7, a picture of healthy uninoculated A. sinensis plants should be also provided.
Response 2: Thank you for your suggestion. We have provided HA photos on line 134 and 473.
Question 3: Discussion: in this section, too many specific numbers are described, which are supposed to be contained in the "Results" section.
Response 3: Thank you for your suggestion. We have revised them in line 210-211, 242-243, 247-248, 269-270, 273-274, 293, and 296.
Question 4: Line 79: “A. sinensis” should be unified with the “agarwood” above.
Response 4: Thank you for your suggestion. Agarwood is a product of stress, in contrast to A. sinensis trees which can’t be named agarwood.
Question 5: In Table S1 of supplementary material, the formula of compounds identified in WA was all missing, please complete it.
Response 5: Thank you for your opinion. We have completed it.
Question 6: Line 80: “36 compounds were detected identified,” should be corrected to “36 compounds were detected and tentatively identified”
Response 6: Thank you for your opinion. We have completed the revision in the of 75-76.
Question 7: Line 330: The identification strategy of the volatiles should be clearly described. Were some of the volatiles identified by comparison with the spectra of chemical standards? Or were all volatile just tentatively identified by comparison of their mass spectra with the NIST2014 and Wiley 275 library data? The necessary information with identification levels should be provided by the authors.
Response 7: Thank you for your suggestion. I'm sorry I didn't describe the process of clearing identification. First of all, I need to apologize. The database we refer to is NIST17, not NIST2014 and Wiley 275 library data, which has been corrected in line 338 of the manuscript. Due to the identified components, it is difficult to buy standard products on the market. Most of the data are combined with the NIST2017 database, as well as the mass spectrometry ion fragment (As shown in the following picture).
Question 8: Line 315: More information on IA, WA, and HA should be provided, including the habitat, the way of collection, and preservation. Regarding the pretreatment method, the authors should provide detailed information about their sample preparation steps rather than simply referencing a previous study.
Response 8: Thank you for your opinion. We have completed the revision in lines 306-318, and 320.
Author Response File: Author Response.pdf
Reviewer 2 Report
Dear authors
I have problems with yours representation of the GCMS Data. The most assignments of the compounds HA sample are definitely wrong.
Here is a table of yours assignments and theirs reported Kovats indices in the NIST database for a HP-5MS Type column.
7,775 | Pentadecan | 1500 |
8,592 | Octadecanoic acid | 2180 |
9,561 | 2,6,11- trimethyl- Dodecane | 1275 |
10,643 | 3-methyl-5- propyl-Nonane | 1052 |
10,754 | 2,7,10- trimethyl- Dodecane | 1376 |
11,797 | Nonadecane | 1900 |
12,545 | n- Hexadecanoic acid | 1960 |
12,979 | Heneicosane | 2100 |
14,713 | Oleic acid | 2140 |
14,732 | 7-methylene-Bicyclo[4.1.0]heptane | |
14,939 | 1-Hexadecanol,acetate | 2010 |
17,480 | 3-Ethyl-2,6,10-trimethylun- decane | |
17,816 | Nonyl tetradecyl ether | |
22,259 | Hexadecane | 1600 |
This sequence of elution is not possible. Thus the assignment is wrong!
Therefor I have serious doubts on the assignments of the two other samples.
Additionally, comparing Table and Figure 1, I assume that the labelling was confused.
Author Response
Response to Reviewers’ Comments
Thank you for your correction. I'm sorry for this mistake. All the hints and remarks have been carefully checked and considered in our revised “manuscript”, and the modifications are highlighted in yellow color.
Question: I have problems with yours representation of the GCMS Data. The most assignments of the compounds HA sample are definitely wrong. Here is a table of yours assignments and theirs reported Kovats indices in the NIST database for a HP-5MS Type column. This sequence of elution is not possible. Thus the assignment is wrong!Therefore I have serious doubts on the assignments of the two other samples. Additionally, comparing Table and Figure 1, I assume that the labelling was confused.
Response 1: Thank you for your correction. I'm sorry for this mistake. All the hints and remarks have been carefully checked and considered in our revised “manuscript”, and the modifications are highlighted in yellow color.
First of all, I didn't find out that the column information. The column information is corrected as follows: HP-5MS is corrected as DB-5MS in line 331 (as shown in the following picture). And, then correct the total ion flow diagram of HA (the raw data is below), please forgive my low-level error. The occurrence order of substances is caused by the author's wrong order in excel, which has been corrected in the table 1(or the following table). Moreover, we also checked the data of the other two groups. Thank you again, dear reviewer, for pointing out our mistakes. I wish you a smooth career and a happy life.
The following is the original data of the total ion flow diagram of HA:
X(Minutes) Y(Counts)
3.001 206657.9219
3.005 88933.63281
3.009 0
3.014 0
3.018 0
3.022 0
3.026 0
3.03 0
3.035 660.0400391
3.039 2990.49292
3.043 8083.466797
3.047 19262.79883
3.051 43603.94922
3.056 85958.9375
3.06 176246.625
3.064 336542.125
3.068 593009.25
3.072 983188.25
3.076 1547813.875
3.081 2354063.25
3.085 3390908.5
3.089 4432250
3.093 5127503.5
3.097 5508275
3.102 5755928.5
3.106 6086180
3.11 6444458.5
3.114 6811039.5
3.118 7195816
3.123 7500926
3.127 7713226
3.131 7833721
3.135 8021196.5
3.139 8194330
3.144 8274417.5
3.148 8290049.5
3.152 8342687
3.156 8384927.5
3.16 8384550.5
3.165 8358454.5
3.169 8332070
3.173 8262094
3.177 8275622
3.181 8315488
3.185 8309566.5
3.19 8255266
3.194 8204305.5
3.198 8159085
3.202 8119422
3.206 8094043.5
3.211 8068249.5
3.215 8062030.5
3.219 7979390.5
3.223 7902696.5
3.227 7830068
3.232 7803385
3.236 7820015
3.24 7759826
3.244 7679570
3.248 7645047
3.253 7588590.5
3.257 7553536.5
3.261 7509493.5
3.265 7510305.5
3.269 7489162
3.274 7509635.5
3.278 7481039
3.282 7423484.5
3.286 7390951
3.29 7408223.5
3.294 7383813
3.299 7318054
3.303 7201505
3.307 7216249
3.311 7269987.5
3.315 7292906
3.32 7231184
3.324 7162696
3.328 7123509.5
3.332 7118702.5
3.336 7034147.5
3.341 6931619.5
3.345 6891893.5
3.349 6890460
3.353 6880704.5
3.357 6832164
3.362 6811624.5
3.366 6812542
3.37 6798639.5
3.374 6792237
3.378 6764949
3.383 6771570
3.387 6735390.5
3.391 6647277
3.395 6590260.5
3.399 6545715
3.403 6554434.5
3.408 6501511.5
3.412 6449578
3.416 6441867.5
3.42 6428924.5
3.424 6423287.5
3.429 6426805.5
3.433 6413048
3.437 6385739.5
3.441 6370323
3.445 6339915
3.45 6334700
3.454 6261073.5
3.458 6198997
3.462 6169847.5
3.466 6163616
3.471 6149221.5
3.475 6159727
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3.483 6152331
3.487 6088740
3.492 6080809.5
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3.5 5944749
3.504 5859468.5
3.508 5811940
3.512 5847307.5
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3.529 5925394
3.533 5870214.5
3.538 5830825
3.542 5797223
3.546 5773458.5
3.55 5732961
3.554 5705470.5
3.559 5686802
3.563 5693054.5
3.567 5682678.5
3.571 5645421.5
3.575 5602298
3.58 5632065.5
3.584 5632925.5
3.588 5596236
3.592 5544209.5
3.596 5497677.5
3.601 5494113
3.605 5499136.5
3.609 5457888
3.613 5473067.5
3.617 5450132
3.622 5412463.5
3.626 5339091
3.63 5277817
3.634 5291670
3.638 5336661.5
3.642 5348562
3.647 5319284
3.651 5305633
3.655 5302976
3.659 5267597
3.663 5244120
3.668 5220255
3.672 5194063
3.676 5171609.5
3.68 5148275.5
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3.693 5057824.5
3.697 5027392
3.701 5026401
3.705 5030773.5
3.71 5009575.5
3.714 4985019.5
3.718 4973744.5
3.722 4966185
3.726 4948571
3.731 4925623
3.735 4884462
3.739 4916208
3.743 4929558.5
3.747 4938841.5
3.751 4935041.5
3.756 4901002
3.76 4876377
3.764 4844262.5
3.768 4812663.5
3.772 4828047
3.777 4830596
3.781 4823434
3.785 4792320
3.789 4756215.5
3.793 4737864
3.798 4741368
3.802 4789625
3.806 4762353
3.81 4713661
3.814 4678530.5
3.819 4696902.5
3.823 4677917
3.827 4656601.5
3.831 4634927.5
3.835 4620621
3.84 4645856.5
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3.852 4597483
3.856 4602063
3.86 4645797
3.865 4629230
3.869 4592919.5
3.873 4550864.5
3.877 4529462
3.881 4530431.5
3.886 4532071.5
3.89 4538433
3.894 4475144.5
3.898 4416856
3.902 4351572.5
3.907 4382364.5
3.911 4429230.5
3.915 4451132
3.919 4424327
3.923 4425550.5
3.928 4375588.5
3.932 4322115.5
3.936 4289377
3.94 4308972
3.944 4323326
3.949 4328121
3.953 4340138.5
3.957 4329884
3.961 4269537
3.965 4222618.5
3.969 4229510
3.974 4257340
3.978 4271926.5
3.982 4221822
3.986 4194034.25
3.99 4182541.25
3.995 4179209.75
3.999 4160530.75
4.003 4155985.75
4.007 4171298.5
4.011 4173151.5
4.016 4124785.25
4.02 4095410.25
4.024 4177540.5
4.028 4140378.25
4.032 4113018.5
4.037 4092671.75
4.041 4109743.25
4.045 4079757
4.049 4070857.75
4.053 4084046
4.058 4120603.75
4.062 4131780.25
4.066 4132188.25
4.07 4099624
4.074 4068573.25
4.078 4031307.25
4.083 4025696
4.087 3994903.75
4.091 3961266.25
4.095 3959700.25
4.099 3940588.75
4.104 3986446.5
4.108 3986637.25
4.112 3993000.75
4.116 3957765.75
4.12 3931746.5
4.125 3889364.75
4.129 3842321.75
4.133 3855459.5
4.137 3866097.75
4.141 3882789.25
4.146 3865902.5
4.15 3854094.25
4.154 3876595
4.158 3922416.5
4.162 3912061.25
4.167 3887546.5
4.171 3881802.25
4.175 3847711.75
4.179 3812200.75
4.183 3788860.75
4.187 3782235
4.192 3776422
4.196 3767252
4.2 3742596
4.204 3733716.75
4.208 3759802.5
4.213 3784838
4.217 3775933
4.221 3719479
4.225 3703153
4.229 3719915.5
4.234 3732586.75
4.238 3705844.75
4.242 3706236.5
4.246 3716723.5
4.25 3720249.75
4.255 3728546.25
4.259 3724883
4.263 3742639
4.267 3694951.25
4.271 3648083.25
4.276 3626487.25
4.28 3657325.5
4.284 3647187.75
4.288 3642465.75
4.292 3664566.5
4.296 3678723.75
4.301 3666220.25
4.305 3658007
4.309 3672909.75
4.313 3640430.75
4.317 3620176
4.322 3610163.5
4.326 3610060.25
4.33 3609910.75
4.334 3606571.75
4.338 3581536.75
4.343 3577824
4.347 3612142.25
4.351 3620542.25
4.355 3600945.5
4.359 3569903.5
4.364 3604936.25
4.368 3601521.25
4.372 3602084.25
4.376 3580847.75
4.38 3586056.75
4.385 3585704.5
4.389 3615539.25
4.393 3610258.75
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4.401 3646759
4.405 3681842
4.41 3754236.75
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4.418 4026231.25
4.422 4158365
4.426 4246100.5
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4.443 4450785
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4.531 4456242
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4.611 4498393
4.615 4507470.5
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4.624 4602166.5
4.628 4657474.5
4.632 4622013
4.636 4579631
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4.67 4582707
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4.695 4668513
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4.716 4753574.5
4.72 4796310.5
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4.749 4807169.5
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4.758 4862168
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4.77 4987471
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4.783 4878065
4.787 4885509.5
4.791 4949202
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4.8 4963925
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4.842 5034104
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4.858 5121362
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4.875 5174331.5
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4.9 5283398
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4.917 5301157
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4.934 5361727.5
4.938 5299081.5
4.942 5285255.5
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4.967 5403562
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5.001 5564462
5.005 5584346.5
5.009 5611572.5
5.013 5644579
5.018 5627686.5
5.022 5659177.5
5.026 5702369
5.03 5731013
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5.039 5723392.5
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5.101 5951907
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5.273 6137466
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5.311 6261339
5.315 6282716.5
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5.324 6330002.5
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5.332 6360380.5
5.336 6301454
5.34 6285371.5
5.345 6344752
5.349 6381711.5
5.353 6370673.5
5.357 6346811
5.361 6317629.5
5.366 6297662.5
5.37 6286304.5
5.374 6291704
5.378 6339155.5
5.382 6378766.5
5.387 6380118.5
5.391 6427730.5
5.395 6540149
5.399 6605357
5.403 6632597.5
5.408 6613795.5
5.412 6645937
5.416 6652636.5
5.42 6665639.5
5.424 6667800.5
5.428 6641481
5.433 6599088.5
5.437 6542451.5
5.441 6533479.5
5.445 6547971
5.449 6579254.5
5.454 6529483.5
5.458 6525886
5.462 6524415
5.466 6519031.5
5.47 6530922
5.475 6513000.5
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5.483 6496220
5.487 6533734.5
5.491 6539565
5.496 6532643
5.5 6493366.5
5.504 6495003.5
5.508 6491973
5.512 6449066.5
5.517 6443951.5
5.521 6486680
5.525 6563787.5
5.529 6579582
5.533 6566650.5
5.538 6527792.5
5.542 6528075
5.546 6570410
5.55 6585369.5
5.554 6549643
5.558 6540955.5
5.563 6570716.5
5.567 6594238.5
5.571 6594578.5
5.575 6580836.5
5.579 6583114.5
5.584 6587710.5
5.588 6633252
5.592 6672600
5.596 6738649
5.6 6739861.5
5.605 6764928
5.609 6796526.5
5.613 6922411
5.617 7235926.5
5.621 7651983
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5.634 8002059
5.638 7693158
5.642 7327717.5
5.647 7018056.5
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5.655 6719977
5.659 6730128.5
5.663 6783517.5
5.667 6806667
5.672 6780310.5
5.676 6726883
5.68 6689180.5
5.684 6652632.5
5.688 6610278.5
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5.697 6624864.5
5.701 6602433.5
5.705 6620067
5.709 6622903.5
5.714 6634516.5
5.718 6601508
5.722 6615919.5
5.726 6646478
5.73 6670469
5.735 6623832.5
5.739 6590295.5
5.743 6572455.5
5.747 6572542.5
5.751 6593171.5
5.756 6585818
5.76 6553856
5.764 6623895.5
5.768 6767219
5.772 7007841.5
5.776 7129379
5.781 7114629
5.785 6940894
5.789 6726816.5
5.793 6584805.5
5.797 6508694
5.802 6530101.5
5.806 6532448.5
5.81 6552035.5
5.814 6540156.5
5.818 6552648.5
5.823 6541648.5
5.827 6573154
5.831 6572522.5
5.835 6530978.5
5.839 6487582.5
5.844 6467384.5
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Author Response File: Author Response.pdf
Round 2
Reviewer 2 Report
Dear authors,
I still have my problem with yours data presentation. Please read about Kovats indices in gas-chromatography.
For example nonadecane has an Kovats index of 1900 by definition. Octadecanoic acid has an index of 2170 while 1-Hexadecanolacetate is around 2010 and cannot elute behind Octadecanoic acid.
Therefor your sequence of eluted compounds in Table 1 is not possible and the assignment, at least for the sample HA, is still wrong!
My recommendation is to calibrate the column with a test mixture of aliphates. Exchange the retention time in the table by the retention index.
In your software you can select the use of Kovats indices.
The assignment of branched aliphatic compounds is not possible in every case.
Thus the columns of the HA sample may be more or less empty. You can look in the NIST Web database if for yours compounds are RI value known.
You can assign Kovats indices to yours phenylethylchromones.
You forgot to describe yours MS/MS mass spectrometer in the material and methods section. Agilent 7890B is only the gas chromatograph.
Author Response
Thank you for your correction. I'm sorry for this mistake. All the hints and remarks have been carefully checked and considered in our revised “manuscript”, and the modifications are highlighted in yellow color.
Question: I still have my problem with yours data presentation. Please read about Kovats indices in gas-chromatography. For example nonadecane has an Kovats index of 1900 by definition. Octadecanoic acid has an index of 2170 while 1-Hexadecanolacetate is around 2010 and cannot elute behind Octadecanoic acid. Therefor your sequence of eluted compounds in Table 1 is not possible and the assignment, at least for the sample HA, is still wrong!
My recommendation is to calibrate the column with a test mixture of aliphates. Exchange the retention time in the table by the retention index. In your software you can select the use of Kovats indices.The assignment of branched aliphatic compounds is not possible in every case.Thus the columns of the HA sample may be more or less empty. You can look in the NIST Web database if for yours compounds are RI value known. You can assign Kovats indices to yours phenylethylchromones.You forgot to describe yours MS/MS mass spectrometer in the material and methods section. Agilent 7890B is only the gas chromatograph.
Response: Dear reviewer, we appreciate your valuable suggestions. The MS/MS mass spectrometer is described on line 319. Owing this study is mainly about the comparison of biological activities of wild agarwood and induced agarwood, HA is not so important in the text, so we decided to delete the data and related content about HA. In addition, we have revised the contents of lines 197-200, and line 305.
Author Response File: Author Response.pdf