Summary: | 碩士 === 國立屏東科技大學 === 生物科技研究所 === 94 === Angiopteris lygodiifolia Rosenst. (Marattiaceae), an endemic fern, is distributed widely in Taiwan. Air-dried powder of leaves of A. lygodiifolia were separately extracted three times with methanol. The MeOH extract was evaporated in vacuo to leave a black residue, which was then suspended in H2O and partitioned sequentially using EtOAc and n-BuOH. Every fraction was tested for biological activity, including immunomodulatory, antioxidant, and cytotoxic activities. It was found that the EtOAc and n-BuOH soluble fractions exhibited immunomodulatory activity. Bioassay-guided fractionation of those extracts led to the isolation and structural elucidation of twenty-three compounds. They are classified to eleven triterpenoids, fern-9(11)-ene ¬(T1), fern-7-ene (T2), fern-9(11)-en-12-ol (T3), 12-oxofern-9(11)-ene (T4), 7-hydroxyfern-8-en-11-one (T5)*, 3-hydroxyfilic-4(23)-ene (T6), 22-hydroxyhopane (T7), friedelin (T8), tetrahymanol (T9), squalene (T10), (all-E)-2,6,10,15,19,23-hexamethyltetracosa-1,6,10,14,18,22-hexaen-3-ol (T11); three diterpenoids, phytol (D1), (2E)-3,7,11,15-tetramethyl-2-hexadecenal (D2), phytyl hexadecanoate (D3); two tocopherols, -tocopherol (TO1), -tocopheryl quinone (TO2); six steroids, -sitosterol (S1), stigmasterol (S2), 5,6-expoxy-5-stigmastan-3-ol (S3), ergosterol peroxide (S4), -sitosterol cis-coumarate (S5)*, -sitosterol trans-coumarate (S6)*; one chlorophyll, 132-hydroxy-(132S)-phaeophytin a (O1). Among those compounds, 7-hydroxyfern-8-en-11-one (T5)*, -sitosterol cis-coumarate (S5)* and -sitosterol trans-coumarate (S6)* are new compounds. Their structures were elucidated by spectroscopic and chemical methods.
Coix lachryma-jobi L. var. mayuen Stapf. (Gramineae) is a grass crop that has long been used in traditional Chinese medicine and as a nourishing food. Air-dried powder of adlay hulls were extracted with MeOH solvent. The MeOH extract was suspended in aqueous solution and partitioned sequentially with EtOAc and n-BuOH to affort EtOAc, n-BuOH and aqueous soluble fractions. Those fractions were tested for antioxidant and cytotoxic activities. It was found that the EtOAc soluble fraction exhibited antioxidant activity. Bioassay-guided fractionation of those extracts led to the isolation and structural elucidation of twenty-five compounds, including one triterpenoid, isoarborinol (T12); three tocopherols,-tocopheryl quinone (TO2), -tocospiro A (TO3), -tocospiro B (TO4); nine steroids, -sitosterol (S1), stigmasterol (S2), ergosterol peroxide (S4), (24R)-stigmasta-3-one (S7), -sitosterone (S8), 22,23-dihydrospinasterol (S9), 6-hydroxystigmast-4-en-3-one (S10), stigmastanol trans-ferulate (S11), stigmastanol cis-ferulate (S12); ten aromatics, p-hydroxybenzaldehyde (A1), p-hydroxybenzoic acid (A2), 4-methoxy-trans-cinnamic acid (A3), trans-coniferylaldehyde (A4), sinapic aldehyde (A5), syringaldehyde (A6), vanillin (A7), (E)-ferulic acid eicosyl ester (A8), (E)-ferulic acid docosyl ester (A9), (E)-ferulic acid tetracosyl ester (A10); one alkaloid, 6-methoxy-2(3H)benzoxazolinone (AL1); one lignan, 4-ketopinoresinol (L1).
Among these compounds, -tocopherol (TO1) exhibited antioxidant effect; -sitosterol cis-coumarate (S5)* and -sitosterol trans-coumarate (S6)* exhibited immunomodulatory activities; ergosterol peroxide (S4) exhibited cytotoxic effect against Hela, MCF-7 and COLO 205 cell lines.
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