Conoidecyclics A-C from marine macroalga Turbinaria conoides: Newly described natural macrolides with prospective bioactive properties Author Chakraborty, Kajal * & Marine Bioprospecting Section of Marine Biotechnology Division, Central Marine Fisheries Research Institute, Ernakulam North, P. B. No. 1603, Cochin, Kerala State, & * Author Dhara, Shubhajit text Phytochemistry 2021 112909 2021-11-30 191 1 14 http://dx.doi.org/10.1016/j.phytochem.2021.112909 journal article 264237 10.1016/j.phytochem.2021.112909 8fb5ad8b-262f-4221-b858-8817e02af56a 1873-3700 8258118

Table 2 Bioactivities of conoidecyclics A-C isolated from the organic extract of T. conoides and their molecular descriptors.

Bioactivities a (IC; mM) 50	Conoidecyclic A	Conoidecyclic B	Conoidecyclic C	Standard	Standard
Different superscripts (P–V) indicate the standards used for different activities; P- α -Tocopherol; Q-Butylated hydroxy toluene; Ib-Ibuprofen; S-Sodium salicylate; CP- Captopril; SV- Sodium metavandate. a Bioactivities were expressed as IC values (mM). Samples were analyzed in triplicate (n = 3) and expressed as mean ± standard deviation. Means followed by the 50 different superscripts (a-e) within the same row indicated significant differences (P < 0.05). b Selectivity index has been calculated as the ratio of anti COX-1(IC) to that of anti COX-2(IC). 50 50 c Structure-activity relationship analysis was carried out by using different molecular descriptors of the purified compounds as described in the text. tPSA, topological polar surface area; MV, molar volume; P, parachor; MR, molar refractivity; Log POW, logarithmic scale of the octanol-water partition coefficient; PI, polarizability.
Antioxidant activities a
DPPH. scavenging activity	1.20d ± 0.05	1.35c±0.02	1.54a±0.02	1.46b ± 0.04 P	1.18d ± 0.03Q
ABTS+. scavenging	1.48d ± 0.01	1.54c±0.02	1.81a±0.04	1.69b ± 0.05P	1.28e±0.02Q
Anti-inflammatory activities a
COX-1 inhibition	3.13 c ±0.04	3.19 c ±0.04	3.35b ± 0.06	0.19d ± 0.01Ib	12.06 a ±0.05S
COX-2 inhibition	1.75 c±0.04	1.93b ± 0.02	1.99b ± 0.03	0.43d ± 0.02Ib	16.56 a±0.05S
Selectivity index b	1.79 a±0.03	1.65b ± 0.04	1.68b ± 0.02	0.44d±0.03Ib	0.73 c±0.02S
5-LOX inhibition	4.24 e±0.06	4.88 c±0.04	5.07b ± 0.09	4.51d ± 0.11Ib	10.93 a±0.12S
Anti-hypertensive activity a
ACE-I inhibition	1.23c±0.02	1.89b ± 0.04	2.23a±0.02	0.53d ± 0.02CP	–
Anti-diabetic activity a
PTP-1B inhibition	1.39 c ±0.03	2.33b ± 0.02	3.13 a ±0.04	1.13d ± 0.06SV	–
Molecular descriptors c	Conoidecyclic A	Conoidecyclic B	Conoidecyclic C	α -tocopherol (BHT)	Ibuprofen (Captopril)
Electronic
tPSA	96.22	122.52	122.52	29.46 (20.23)	37.30 (57.61)
PI (× 10 24 cm3)	51	61	55	53.54 (27.64)	23.96 (21.00)
Steric
MR (cm3/mol)	129.78	154.66	140.80	135.6 (69.73)	60.44 (54.85)
MV(cm3)	447.4	534.9	522.0	462.70 (237.50)	200.10 (170.7)
P (cm3)	1092.7	1316.5	1198.4	1123.00 (556.00)	499.30 (463.4)
Hydrophobic
Log POW	3.13	3.83	2.61	9.98 (5.74)	3.75 (0.24)