Isolation and structural elucidation of unique γ-oryzanol species in rice bran oil

•The composition of γ-oryzanol (OZ) species is different in rice bran and its oil.•Cyclobranyl ferulate (CBFA) and cyclosadyl ferulate (CSFA) are discovered in the oil.•The structures of CBFA and CSFA were characterized by using HPLC-UV-MS, NMR, and IR.•OZ species including CBFA and CSFA are also exist in rice bran oil processed foods. Even though γ-oryzanol (OZ) such as 24-methylenecycloartanyl ferulate (24MCAFA) is abundant in purified rice bran oil, we realized that the oil contained the prospect of two additional novels of OZ species. To identify this, we isolated and analyzed their chemical structures by using HPLC-UV-MS, NMR, and IR. We revealed for the first time that the oil had also contained cyclobranyl ferulate (CBFA) and cyclosadyl ferulate (CSFA) which are likely to be exist due to the isomerism of 24MCAFA under acid condition. OZ profile including CBFA and CSFA was roughly similar between commercial rice bran oils and processed foods containing the oils, suggesting that people might have often consumed CBFA and CSFA from rice bran oils and/or processed foods. Since different OZ species are known to have different functionality, this study opens the chance to explore more the contribution of CBFA and CSFA for human health and wellness.